Jesus Verse by Verse...
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23:1  The  chapter is clearly in three parts. Verses 1-12 are spoken to the disciples and  the crowds; then there are the seven woes against the Pharisees (:13-33), and  finally a statement of the Lord’s love toward Israel and the inevitable  judgment of Jerusalem.
  To  the multitudes- The Lord's interchanges with the  Sadducees and Pharisees in chapter 22 had been in the presence of the crowds,  and He had thrown at least one question to them. Clearly He was seeking to use  those dialogues to appeal to the watching audience. So often this is what  happens in preaching work. It is those who are observing who are persuaded,  rather than the protagonists of the discussion. The Lord realized this, and now  consciously appeals to those onlookers. 
  23:2 Sit in Moses' seat- This  appears to some to be a past tense: They sat themselves in Moses' seat, the  place from where Moses taught [Jewish teachers sat to teach], i.e. they had in  the past appropriated to themselves the authority or seat of Moses. This  retranslation avoids the apparent difficulty of the Lord otherwise claiming  that they had equal authority to Moses. In this case, His command "That  observe and do" (:3) would need to be rendered as His observation rather  than His command- 'Whatever they tell you to do, that you observe and do'. But  it is also possible to understand the Lord to be teaching submission, for the  moment, to the religious leaders- rather than rank revolution against them. For  the time to rise up in literal protest was still not yet, rather does the Lord's  teaching urge that the revolt He has in mind is purely internal, deep within  the human heart and psyche. By bidding obedience to those men, He would have  been appealing to Dt. 17:11: "And you shall observe to do according to all  that they (the religious leaders) shall teach you". 
  23:3 Therefore-  Because they were in the place of Moses, the Lord advised obedience to them  rather than quitting the synagogue system. He told His disciples that the time  would come when they would be cast out of the synagogues (Jn. 16:2). He clearly  had no conception of guilt by association, acquired through religious  association with those who taught and lived wrongly. For He goes on to roundly  condemn the whole system of Judaism. Perhaps He hoped that the presence of His people  amongst that system would be an influence for good upon at least some and a  witness to the leadership. Or perhaps He knew that until the more public  founding of the Christian church, those people had no realistic alternative but  to continue attendance. For outside of the religious system they would  spiritually flounder. Whatever, we never hear Him making a direct command to  come out from the system until in Revelation we hear His call to come out of  the latter day Babylon, which was likely an extension of His teaching in the  Olivet prophecy to leave Jerusalem when she was besieged in the very last days.  But this was therefore more of a call to self preservation rather than of  religious separation because of differing principles. If He had intended separation  for religious reasons, He surely would have called for it earlier. But He  doesn't. The essential witness is made from our position embedded, at least  externally, in this world. 
Put together two scriptures in your mind: “You must obey [the Pharisees] and do everything they tell you”; and, “Be on your guard against the yeast of the Pharisees” (Mt. 23:3; 16:6). Surely the Lord is teaching that we should respect elders but never cease personally analysing what they teach for ourselves. Once we stop doing this, we start resigning our own personality and will be unable to follow our Lord personally, i.e. with our own persons. And then we will be ripe for being caused to stumble, if those elders we are listening to then offend us. For ‘we’, with all that we are, will have been dominated by them.
Observe and do- But soon the Lord would be sending the disciples out with the commission to teach the world “to observe [s.w.] all things that I have commanded you” (28:20). And this command became programmatic for the early church, whose integrity was to be judged on the degree to which they had kept / observed [s.w.] the Lord’s commands (1 Jn. 2:3-5; 3:22,24; 5:2,3; there are other allusions to the great commission in John’s letters, e.g. 3 Jn. 7). So clearly enough His commands and the need for loyalty to them soon replaced His word here in Mt. 23:3 about observing / keeping the commands of the Scribes. He may be employing an element of sarcasm, as if to say ‘It’s OK, you don’t have to put up with this much longer; in a day’s time, I shall be dead, the Law of Moses will be completed, you will be free. But for just another 24 hours, endure their tyranny’. Only afterwards would the disciples have appreciated what the Lord meant.
Their works… they do not- The Lord is making a purposeful paradox. Their ‘works’ were a not doing or working. Their sins of omission were counted by Him as a work. They, of course, prided themselves upon their works. But the Lord is saying that they actually did nothing- in His book. In this lies the tragedy of Christianity as mere religion. The works can be done, and yet in the Lord’s eyes, the essential works are not done. The Lord continues His play on this idea by going on to say that the works they do are done to be seen of men (:5). They did the works but because they were done towards men and not to God, they were not really done. If we have our reward of men, then we have no reward of God. Our works [s.w.] must be made manifest / revealed by the light of Christ, specifically in the cross, as to whether they are worked “in God” or not (Jn. 3:21). The mere doing of the work is not the basis of acceptability.
They say, and don’t do- The Pharisees did all the works, but in their hearts they never knew God, and finally went and did His Son to death. The Lord plays on the fact that ultimately, in God's eyes, they did no works at all: "Do not ye after their works; for they say, and do not" (Mt. 23:3). We are left to imagine the anger of those zealous men. They did do works, as the Lord observed. But to Him, ultimately they did nothing at all. They had no genuine motives.
23:4- see on 23:25.
  Heavy burdens-  John appears to allude to this in saying that the true commandments are “not  grievous” (1 Jn. 5:3, s.w. “heavy”). The fences created by men around God’s law  are in fact higher than the actual Divine law. God’s laws have a creative  intention, whereas human fences around them are totally negative in their  intention. The Lord uses the same word later in the discourse, in stating that  the ‘heavier’ matters of the law are justice, mercy and faith (:23). Yet even  those things are not “heavy” (1 Jn. 5:3) in the sense that the regulations of  the Pharisees were. The Lord’s burden is light compared with the weight of  carrying unforgiven sin (11:30). The parallel between sin and heavy burdens is  also found in David’s comment about carrying the weight of his unforgiven sin  with Bathsheba (Ps. 38:4). The burden of sin was thus tied upon people by  giving them religious rules which they were unable to keep due to human  weakness, and because sin is partly a matter of conscience, it was still  counted to the people as sin if they broke it. Therefore to enforce such rules  upon people was effectively lading them with sin. This principle needs to be  considered by those who ‘bind’ isolation from other brethren upon believers, or  who ‘bind’ them to a single life after divorce. 
Hard to be carried- The Lord sensitively commented that He had many things to command His disciples, “but you cannot bear / carry [s.w.] them at this time” (Jn. 16:12). In teaching others God’s requirements, we must be sensitive to human weakness, rather than present them with a whole set of Divine standards as a package and demand their immediate acceptance of it. The Lord still accepted the disciples, even though He had not asked them to do all the things He would like to have asked them to do. And there are likewise levels of discipleship for us too. The same word is also used about carrying the cross of Jesus (Lk. 14:27; Jn. 19:17). This is the ultimately hard to be carried burden. If people have signed up to carry this, who are we to seek to add to it by our demands upon them. James surely had the Lord’s teaching here in mind when he reasoned that neither the disciples nor the Jewish fathers had been able to carry the yoke of the Mosaic law (Acts 15:10). Any teaching that the Mosaic law must be obeyed [and there are plenty of Christians teaching this, sadly] is therefore seeking to bind a heavy burden upon men which will lead to their spiritual collapse and thereby to our own condemnation.
Lay them- The same word used about the cross being laid upon the Lord (Lk. 23:26), and the laying of the lost sheep on the shoulders of the shepherd (Lk. 15:5). As this is the Lord’s only other reference to anything being laid upon the shoulders, we may be intended to understand that carrying the weight of the lost, seeking to save them, can be replaced by carrying the weight of worrying about obeying human regulations. So many spiritual lives and so much endeavor goes into keeping in with a social club based around the laws of men, when that energy could be far better used carrying the lost to salvation.
Men’s shoulders- The laying of an unbearable weight upon the shoulders recalls exactly the language of the cross of Christ being laid upon Him. Instead of men carrying this burden, they can instead end up carrying the burden of obedience to human regulations. The focus changes to obeying human expectation rather than the effort involved in engaging with the crucified Christ. All such human laws, regarding fellowship practice, dress codes etc., are therefore likely to make men stumble and thereby bring condemnation to those who demand them. Legalism and human religion are a burden laid on men's shoulders. But the cross of Jesus is also a burden laid upon our shoulders (Mt. 23:4). The greatness of the demands of the cross free us from the burdens of man's legalism. But it's still a choice, between a cross and a cross. See on 3:11. As Moses "looked on their burdens" at age 40 (Ex. 2:11), so at the start of His ministry, our Lord assessed the weight of ours. His concern for our burdens in Mt. 11:30; 23:4 is perhaps a conscious allusion back to Moses' awareness of Israel's burdens, and his desire to deliver them, even though it cost him all that he had in this world.
Move them- Gk. 'remove' them. In His earlier teaching about this in Lk. 11:46, the Lord said they would not “touch” the burdens. The Lord by contrast used touch frequently in order to connect with sinful people and their conditions, and to thereby heal them. The Pharisees would not touch them for fear of contamination; they would not associate or engage with sinful people and the results of their sins. The Lord used His fingers to enter the ears of the deaf and touch the eyes of the blind, secreting unclean body fluid. This is the way to remove burdens- to engage with them. And yet closed table policies effectively do the same, by refusing association with those judged by latter day Pharisees to be too serious sinners. The fear of guilt by association is utterly selfish, and results in the burdens never being removed or made lighter for the person struggling to carry them.
With one of their fingers- The contrast is between the weight of the burdens on the shoulders of men, so great it crushed them; and the ease with which the law-makers could remove them with their fingers, perhaps referring to their ability to write things with a few strokes of the fingers which would remove those burdens. This is ever more true today- a few taps with a finger on a keyboard to change traditional demands on fellow believers, and burdens can be removed.
23:5 Works they do- See on :3 Their works… they do not.
To  be seen of men- The same Greek word and teaching  as in 6:1; the Pharisees did good deeds “to be seen of men” and therefore have  no reward. But the warning of 6:1 is to us all. Too easily we can feel that  these woes against the Pharisees are not relevant to us, but they were merely  giving in to the same tendencies as are common to us all. John’s Gospel uses  the same word for ‘seeing’ with regard to our ‘seeing’ Jesus in the sense of  believing in Him. So the contrast is between those who look to Jesus, and those  who want others to look to them. Widening and enlarging the religious symbols  on their clothing was exactly in order to be seen by men. Our focus upon  looking toward Jesus will make us less interested in how men look upon us.
  Enlarge-  Nearly all the descriptions here of what the Pharisees did are couched in  language which is elsewhere used about spiritual things. The point being made  is that they were living a religious life which was an inversion of what true  spirituality, and especially the example of the Lord Jesus, are all about. The  reason why so much attention is given to the Pharisees in the Gospel records is  surely because their mentality is so typically human, and their failure is  preserved as a warning to all who claim to be committed to the same God of  Israel. The Greek word translated “enlarge” is elsewhere nearly always used  about the need to “magnify” God rather than ourselves (Lk. 1:46 “My soul magnifies the Lord”; Acts 10:46; 19:17; Phil. 1:20).
   
  The  borders- The same word translated “hem” is used  elsewhere only about the hem of the Lord’s garment which gave blessing and  healing to others (9:20; 14:36). 
23:6 Chief reclining place at feasts- The Lord had earlier used the very same words to describe how the attitude to places at feasts was directly relevant to placing at the Messianic banquet of the Kingdom. Those who now take the lowest places around the Lord’s table will be exalted, and those who took the high places will be demoted in “shame”, a term usually associated with rejection and condemnation (Lk. 14:7,8). Those who consider themselves as spiritually superior in the ecclesia will be demoted and that demotion may well be in terms of condemnation. Our attitude around the Lord’s table now will be directly relevant to our placement at the Lord’s table when He returns. Those who have taken for themselves the more glorious places will be rejected- that is the clear message.
Chief sitting places in the synagogues- They wanted to be publically seen as spiritually superior. The whole structure of church life, whereby some must have public roles, is such that people can fall so easily into a love of publicity. The Lord realizes this, and often removes His beloved from such temptations. This explains the otherwise inexplicable way in which the Lord allows some of His most talented and capable servants to be removed from the public eye to serve Him in human obscurity.
Note that the Lord here is repeating almost word for word what He has previously said about the Pharisees in Luke 11. To repeat so much text twice in the Gospel records, and for the Lord to give identical word-for-word teaching on two occasions, shows how important these warnings are for all readers. This consideration alone suggests that we each have the same tendency as the Pharisees; they are but epitomes of our own deepest tendencies and desires.
23:7 Greetings in the markets- The Lord’s reason for going to the market was to invite men to work in the vineyard and receive the penny of salvation (20:3); and His people sitting in the markets sought to persuade others of the need to respond to the Gospel (11:16). The Pharisees went to the markets to simply flaunt their external spirituality. Again, note how their behaviour was the very inversion of true spirituality.
To be called of men- This uses kaleo, the standard word translated ‘call’. The Lord and His followers call men to the Kingdom from the markets (25:14; Lk. 14:16); rather than going to the markets to be called something by men. Again we see how the Pharisees’ behaviour was a parody of true spirituality.
23:8 Do not be called Rabbi- The Lord was looking ahead to when those immature disciples would be the leaders of the new community He believed He was creating. He foresaw the day would come when their converts would naturally want to show them respect, and He warns against the use of titles as a sign of respect. But in this kind of thinking ahead, we have an insight into the great faith and hope the Lord had in His men; for they were so immature, and so far away from such positions of authority and leadership. But He has the same hopes for us too. His positivity is and was extraordinary. The whole vision was a huge challenge for the disciples- to learn that they would one day be the equivalent of the Rabbis in the new Israel the Lord was creating.
One is your Master- ‘Rabbi’ means ‘master’ and is from the Hebrew word ab, ‘father’. This explains why having taught against using the title ‘Rabbi’, the Lord now speaks specifically about ‘master’ and ‘father’. The greatness of Christ means that once it is perceived, then we will naturally perceive that in the light of His excellence, we have no pre-eminence over each other; we are brethren, in Christ.
You all are brothers- Just because we are all brothers, actually something more than physical brothers and sisters, we are not to call any of us ‘Master’, because if we do, it will distract us from our personal looking to Jesus as Lord and Master. This is why anything that even suggests a personality cult built around leading brethren, no matter how wonderful they are or were, really must be avoided. For it takes us away from the one and only Lord and Master. Whatever leaders or organisers we have, we are to call nobody our ‘father’ in a spiritual sense. The wonder of our relationship with the Father ought to mean that we never do this. Above all, we are all brethren in Christ. John refers to himself as the brother of the congregation (Rev. 1:9), and the leading apostles were addressed as ‘brother’ just as much as anyone else in the ecclesia (Acts 21:20; 2 Pet. 3:15). There may be leaders among brothers (Acts 15:22), but we are still essentially brethren. The intimate inter-connectedness of the family must ever remain; which explains why Paul is called ‘Paul’ and not a longer form of address. Likewise I’d suggest that the practice of calling each other by our first names, with the prefix ‘brother’ or ‘sister’, is healthy; and, indeed, a privilege. Reference to a brother as ‘Dr.’ or ‘Mr.’ seems to me to be quite at variance with the family nature of our relationship. If the Lordship of Jesus is fully felt as it should be, then even those who become leaders in the congregation [the disciples, in the first instance] are to feel themselves as brethren with those they are leading. This brotherhood between leaders and followers is essential for true functioning of the body of Christ.
23:9 Call no man… father- Although the twelve called Jesus ‘Rabbi’, they perhaps didn’t respect Him initially as the only Rabbi -because the disciples were too influenced by Judaism. The Lord has to remind the disciples to call no man their rabbi or 'father' on earth, i.e. in the land, of Israel. The disciples were evidently still under the influence of Judaism and the religious world around them, and this background died hard for them. “Why say the scribes…?”, they reasoned (Mk. 9:11), implying that their view was of at least equal if not greater weight when compared with that of the Lord Jesus [as they also did in Mt. 17:9,10]. He had to specifically warn them against the Scribes in Lk. 20:45,46. 'Father' was a common title for the rabbis, who referred to their disciples as their 'sons'. The disciples clearly respected the apostate rabbis far more than He wanted them to. We can easily overlook the deep and awesome significance of calling our fellow believers “brother” and “sister”. As Paul so strongly stresses, the Lord Jesus created a new sense of family, of “social identity”. We can easily miss how radical this was in first century Palestine; just as we can miss it in our own context. In the Mediterranean world of the first century, families were supremely important. The head of the family exercised total control. For the Lord to teach that His followers should call no man on earth their father was extreme; and yet He said it and expected it (Mt. 23:9).
One is your Father-  This appeal to the unity of God would've sat well with the Jewish audience. But  like many who profess faith in the One God, they hadn't thought through the  implications. If God alone and uniquely is our Father, then we are not to call  men 'Rabbi', rooted as the word was in the Hebrew word ab, 'father'.
  
  In Heaven- If there is a Father in Heaven, we don't need a spiritual  father upon earth. The implication is that they considered that although indeed  there was one Father in Heaven, Heaven is distant and we need a father on  earth. The Lord is implying that the King-dom, the rulership and essence of God  in Heaven, is to be seen and felt on earth in our lives. 
  23:10 Neither shall you be called- The Lord has warned His people not to call  their spiritual leaders by titles such as father or master, and now He  addresses those who would become leaders, the nervous and wavering disciples,  and urges them not to allow others to call them by these titles. Again, He  foresaw how those weak men would soon be in a position where others would wish  to give them these titles, and in so doing we have a window upon His  hopefulness and vision, at a time when the material in His hands seemed so weak  and immature.
  
  Masters- The root word is used about leaders in the church: "Them  which have the rule over you" (Heb. 13:7,17,24); "He that  is chief" amongst the believers should be as the servant (Lk. 22:26);  Paul was "the chief speaker" (Acts 14:17), Barnabas and Silas  were "chief men amongst the brethren" (Acts 15:22). So the  Lord is not teaching that there are not to be leaders; it is practically  impossible in any case to have any community wherein all are identical and  without leadership. But the Lord's point is that those in such positions should  not be named as such, and should stop others calling them by such names. All in  the community of faith should perceive Christ as the one ultimate Lord and  Master, and in the light of that deep sense, all should see themselves as  brethren on the same ultimate level with each other. One of the key factors in  the apostasy of the early church was a failure to give due weight to the Lord's  teaching here.
  Even  Christ- Perhaps this was added by Matthew in  brackets, as it were, seeing that the Lord never baldly calls Himself "the  Christ" in so many words.
  23:11 He that is greatest- The Lord spoke distinctly in the singular. Not  'Those who are the great ones', but the specific individual who is the  greatest. Surely He had Himself in view.
  
  Among you- Again, this is distinctly relevant to the Lord Jesus  personally. He was soon to repeat these words with specific reference to  Himself: "He that is greatest among you... He that is chief, as He that  serves... I am among you as He that serves" (Lk. 22:26,27). The  idea of "among you" is an oblique reference to His humanity, as one  of us.
  
  Shall be your servant- The servant of Israel was the subject of Isaiah's  servant songs, which came to their climax in the Lord's death upon the cross,  prefigured by His washing the disciples' feet half naked as a servant, dressed  as He would be at the time of His final death on the cross.
  23:12 Whosoever-  The singular “greatest” person in view in :11 was the Lord Jesus; He was  speaking of Himself, and in a sense speaking obliquely to Himself as well as to  His immediate audience. But He now teaches that all in Him must pass through  the same path of humiliation and exaltation. The same words for ‘abase’ and  ‘exalt’ are used about all believers, e.g. “Humble yourselves [s.w. ‘abase’] in  the sight of the Lord, and He shall lift you up [s.w. “exalt”]” (James 4:10; 1  Pet. 5:6). The Lord gave a parabolic example of what He meant when He also used  the same words together about how the proud Pharisee would be “abased” and the  convicted sinner ‘humbled himself’ and would later be ‘exalted’ (Lk. 18:14).  The Lord’s path of humiliation and exaltation is therefore to be that of us  all; and Phil. 2:4-12 clearly applies this to His whole life and supremely to  His death on the cross and exaltation subsequently. “He humbled Himself (s.w. ‘humble’ and ‘abase’ here in Mt. 23:12)… unto  death” (Phil. 2:8). He there is therefore no longer a mere historical event,  but rather a living pattern with which we engage throughout the progressive  humiliation which the Lord’s hand brings upon us, so that we might be exalted  in due time. This, in one sense, is what the paths of our lives are all about-  progressive humiliation under His mighty hand, both pushing ourselves down and  being pushed down.
Shall  exalt himself- Again relevant to the Lord Jesus,  who was highly exalted because of His servanthood. But He was exalted by God,  not Himself (Acts 2:33; 5:31 s.w.). And the very same word is used of the  Lord's lifting up on the cross (Jn. 3:14; 8:28; 12:32,34). This was the true  exaltation. 
  Shall be abased-  This is the very same word used in the next clause: “He that shall humble [s.w.  ‘abase’] himself…”. In the end, we are brought down. We are humbled by our own humanity  and weakness. We either bring ourselves down, or God will bring us down. So we  may as well humble ourselves so that we shall be exalted by God, rather than  exalting ourselves so that God will eternally bring us down in condemnation at  the last day. It’s humility, bringing down, either way. So certain is the  connection between humility and exaltation that James 1:9 can say that the  brother who is ‘abased’ (AV “of low degree”) is exalted- in the eyes of the God who sees outside of our time,  for whom all live unto Him even now.
  Shall be exalted- God recognized Mary’s “low estate”  [humility] and exalted her above all women (Lk. 1:48), just as He would exalt  His Son among men. The same Greek word is used in Acts 8:33: “In his  humiliation [‘low estate’] his judgment was taken away”. It occurs too in Phil.  2:8: “He humbled himself”. In the cross, indeed throughout the seven  stage self-humiliation of the Lord which Phil. 2 speaks of, He was living out  the spirit of his mother. She taught him the life and the way of the cross.  Hence the way she insisted on being there at the end, and the comfort she would  have given Him, and the love He showed by asking for the only one who really  understood Him to be taken away, for her sake as well as His own. The Lord  directly alluded to His mother’s pattern of humiliation and exaltation by using  the same word again here in Mt. 23:12: “Whosever shall exalt himself shall be  abased; and he that shall humble himself [s.w. be abased- we must either humble  ourselves or be humbled, it’s such a powerful logic] shall be exalted”. Thus  Jesus alludes to His mother's words in order to set her up as our pattern  [“whosoever”]. And yet He Himself showed the ultimate obedience to her pattern  in the death of the cross. For this and many other reasons, the Lord’s  mind was upon His mother in His time of dying. And according to the Messianic  Psalms, He even asks God to have mercy upon Him for Mary’s sake (Ps.  86:16; 116:16).
  23:13 Woe- The Lord now  utters seven woes, just as Isaiah had uttered seven woes after telling Judah  the parable of the vineyard (Is. 5:8-6:5)- which the Lord had also recently  done. Isaiah's woes were likewise uttered as a reflection of genuine Divine  anger, but they were also a last ditch appeal to the Judah of Hezekiah's time  to repent, lest the Assyrian invasion come and destroy them. Isaiah’s woes  largely concerned the extremely fleshly behaviour of Judah at his time; the  Lord’s woes concern religious hypocrisy of the apparently zealous,  Torah-obedient Jews. The point is that religious hypocrisy, even if it involves  careful obedience to some Divine principles, is just as wanton and fleshly as  drunkenness and theft, the kinds of things criticized in Isaiah’s seven woes.
  You  lock up-  The same figure of the door of the Kingdom being shut [but by the Lord, not  men] is found in 25:10. The similarity is such that we may be intended to  understand the foolish virgins are those who were locked out of the Kingdom  because of the Pharisees. Their lack of oil, of personal spirituality, was  because their religious leaders had not inculcated this in them, nor any sense  of their own fallibility and frailty- in that the reason they ended up locked  out of the Kingdom was because they had not considered that their oil would  likely fail. The Pharisees had "the key of knowledge" (Lk. 11:52) in  a spiritually ignorant and illiterate society which depended upon them for  knowledge of God's word. Likewise if the elders  / judges of Israel had been wise, the entire people would have entered the land  (Dt. 16:20). The whole of Israel would’ve stayed in the wilderness and not  entered the Kingdom / land if Gad and Reuben hadn’t initially gone over Jordan  (Num. 32:15). Wrath would come upon all Israel if the Levites weren’t encamped  around the tabernacle (Num. 1:53). We really can cause others to not enter  God’s Kingdom by limiting their access to God’s word [a sin of omission], or by  making demands on them in the name of His Kingdom which are too heavy for them  to bear [a sin of commission]. This imparts an urgency and eternal importance  to all our interactions with others. No longer can we see the community of  believers as a mere social club, nor the world around us as simply the dead  furniture of our lives. We have their salvation or stumbling away from it  within our power. This fact also denies us from assuming that whether we fail  or not in our interactions with others, God will somehow make good our failures  and save others anyway. He has delegated His work into our hands, and to some  extent the degree to which it prospers or fails is our responsibility.  Otherwise the whole language of delegation of His wealth into our hands is  somehow meaningless. 
  Against- Gk. 'in the face of', as if they  slammed the door in the face of ones eager to enter the Kingdom. 
  You  neither go in yourselves- If we believe that we  ourselves will be there, we will spark off an upward spiral of positive  thinking in the community of believers with whom we are associated. Think  carefully on the Lord’s words to the Pharisees: “For ye neither go in  yourselves, neither suffer ye them that are entering to go in” (Mt. 23:13). If  we don’t believe we will be there, we end up discouraging others.
Nor allow those who are entering- The Greek aphiemi translated “allow” more commonly carries the idea of loosing, setting free, and is translated ‘forgive’. There may be a hint here at what the Lord also taught in chapter 18- that unforgiveness of others makes them stumble from entering the Kingdom. And the Pharisees with their endless demands upon men were indeed unforgiving. There is a sense in which we will enter the Kingdom at the last day (5:20; “Not every one that says Lord, Lord shall enter into the Kingdom”, 7:21; 18:3; 25:10 s.w.), and yet in another sense we are entering now through the gates (“enter in at the narrow gate”, 7:13; 19:17,24). Our lives now are on a path, a journey, which is entering the Kingdom. The significance of life and living could not be more intense.
Earlier when speaking these words, the  Lord had said that the lawyers were ‘hindering’ those who were in the process  of entering the Kingdom (Lk. 11:52). The same word is used about how the  disciples ‘forbad’ children to come to Jesus (19:14) and about ‘forbidding’  baptism (Acts 8:36; 10:47). This is exactly how people can be hindered or not  ‘allowed’ to enter the Kingdom today- by refusing them baptism because of some  inadequacy of knowledge or behaviour, or because they are simply felt to be in  a category [like “children” were by the disciples] who are inappropriate for  the Kingdom. These reflections make us realize that the Pharisees were not a  mere phenomenon in history, but have their direct equivalents today.
  23:14 Hypocrites- They were totally fleshly people on the inside, but  their acting involved the “pretence”, the prophasis or actor’s cloak, of making long prayers, appearing righteous on the outside.  The Lord homes in upon such behaviour in the Sermon on the Mount- appearing to  be spiritual when we are not is deeply angering to the Lord.
  Devour widow’s houses- I mentioned earlier that the  language used here about the behaviour of the Scribes and Pharisees is  elsewhere used about the righteous behaviour of the Lord and His followers; the  Jewish leaders were living a religious life, but it was but a parody of true  spirituality. The same words for “devour” and “house” are used of how the Lord  Jesus was ‘eaten up’ or ‘devoured’ with zeal for His Father’s “house”. But by  contrast the Scribes thought only of how they could devour the houses of  widows, scheming how to get the house of a vulnerable single old woman left to  them, and how they could devour that wealth upon themselves. We note that Mark  and Luke conclude this section with the account of the widow who gave her  entire wealth to the temple coffers (Mk. 12:42; Lk. 21:1). This was surely to  add assurance that although her donation was misused, it was carefully noted by  God to her eternal credit.
  For a pretence- See on Hypocrites.  The word was used about an actor’s cloak, and thus connects with the theatrical  term ‘hypocrites’, play-actors. The Lord uses the same word in Jn. 15:22: “If I  had not come and spoken unto them, they had not had sin; but now they have no cloak for their sin”. When did He come  and speak unto the Jews about their hypocrisy? Surely here in Matthew 22.  Although they did have a cloak for their sin before men, the Lord is saying in  John 15 that they have no such cloak before Him. 
  Greater- There will be degrees of  punishment, although it will be self-inflicted.
  23:15-  see on 17:12. 
  You compass sea- Periago is only  elsewhere used in the Gospels of the Lord ‘walking around’ the villages around  the sea of Galilee (4:23; 9:35). Again, their behaviour was a conscious  inversion of His.
  You make him... the child of Gehenna- The condemnation of anyone is  partly their fault, and partly the fault of others. They stopped people  entering the Kingdom (:13) and thus made them inherit condemnation. This is the  danger of legalism. Despite such huge missionary efforts and apparent devotion,  imposing legalism upon others leads to their condemnation and the worse woe,  therefore, upon the missionary. They made the person be condemned in that they  had made him a proselyte. The same Greek word is used both times for “made”. By  becoming a proselyte, the person became responsible to judgment and would be  condemned. Here is proof enough that knowledge makes responsible to judgment.  The Jews didn’t give men the good news of Christ and God’s grace; rather they  gave only partial knowledge of the whole picture, of God’s demands upon men. They  persuaded men to enter covenant relationship with Him, undertaking to keep His  commandments, whilst not explaining grace and the love of God. And thereby they  made those people condemned. This is just as easily done today in the preaching  of a one-sided message which lacks any real Gospel, or good news of salvation  by faith and grace.
  Twofold more- Again we see the idea of degrees of punishment. The Lord  has just said that the Pharisees would have greater condemnation than others  (:14), and now He says that their converts would have double even that. Perhaps  the implication of that is that these proselytes were not mere passive  converts, but were inspired by the example of their teachers to be even more  extreme in their legalism and lack of true faith. A case could be made that the  Hellenistic Jews who persecuted Paul so fiercely were in fact Gentile  proselytes. Reflect too how Saul was more obsessed against Christians than his  teacher, the Pharisee Gamaliel. This is all so true to human observation, that  the converts of legalists become typically even more fanatic than their  spiritual fathers.
  23:16 Blind guides- Their  blindness was a major source of criticism (:16,17,24,26). Paul uses the  language of blind guides of the blind to the Jewish Christian believers in Rom.  2:19- showing again that the mentality of the Pharisees is likely to be a  problem for us all; we are failing to get the point if we read these woes upon  them and feel somehow isolated from those men by time and culture. Their  blindness was self-inflicted, otherwise it would not have been cause for  rebuke. If someone doesn't want to see God's ways, then they never can see  them, because the darkness in which they have chosen to mentally move has  blinded them. This is true for those who do not live in love (1 Jn. 2:9,11),   and those who are blind to God's existence  [because they have chosen such darkness]. 
  It is nothing- They were saying that an oath could be taken but breaking  it was no problem if one ‘only’ swore by the temple. Jews swore by the temple  because of their belief at the time that the temple was eternal. Because they  broke their oaths and considered the temple to effectively be dispensable,  therefore the Lord goes on in chapter 24 to predict the destruction of the  temple. 
  The gold- On the basis that that men swore by the greatest thing  they could (Heb. 6:13,16), we have here an insight into their mind. For them,  gold was paramount, for they were materialistic (Lk. 16:14). And it was even  more important than the temple and the God who dwelt there.
  He is bound- This suggests that some oaths were binding and others were  not. And thus a scale of honesty was created, whereby human words themselves  were not significant, but were only given value according to how much they were  underpinned by oaths. The Lord therefore taught that all such swearing was to  be outlawed for His people (5:34-36). The word opheilo is used often in the Gospels but always in the context of  the debt owed to God for human sin (18:28,34; Lk. 7:41; 16:7; 17:10), and the  debt of others to us for their sin against us (18:30; Lk. 11:4). Instead of  judging to what degree others are bound / obligated to us for their sins, we  are to frankly forgive, just as God frankly forgives our debts. 
  23:17 Greater- The idea was that men swore by the greatest thing they  could, which means that if they are going to swear at all, they should swear by  God (Heb. 6:13,16). However, Jews didn’t like to swear by God, and so they had  a whole range of things by which they swore- despite the fact that Dt. 6:13  clearly stated “You shall fear Yahweh… and shall swear by His Name”. An oath by  the temple was “nothing”, but by the gold of the temple was even more. They  were thereby effectively introducing a whole range of possible levels of  honesty. Which the Lord had cut right through by insisting that our yes must be  yes, without any oaths (5:34-36). James alludes to this by saying that “Above  all         things… swear not” (James  5:12). The importance of absolute truthfulness and not grading the honesty of  our words is so important that James urges us to this “above all things”.  Truthfulness with God, with others and within ourselves, is paramount. It is a  reflection of our experience of God’s total and genuine forgiveness of us. In  the forgiveness context, this spirit of truthfulness is what allows us to  genuinely, from the heart forgive others not in word only but in feeling and  reality.
  That sanctifies the gold- By so saying, the Lord reduced  ‘gold’ to a mere metal of no intrinsic holiness outside the context of God’s  service. The Pharisees, as many believers today, had isolated aspects of their  religion and glorified them in themselves, forgetting the wider context. Thus  it may be that a sister focuses on one particular aspect of service until it is  out of all context, a brother may obsess about a specific Bible teaching out of  all perspective with the rest of God’s revelation and intentions. But it’s  doubtful that the temple of itself sanctified the gold within it- that isn’t a  Biblical idea. See on :19 The altar that  sanctifies the gift.
  23:18 By the altar- Their  desire to define everything led them to downplay the significance of the altar  because they were so concerned with the value of the sacrifice placed upon it.  And yet Ex. 29:37 pronounced the altar to also be holy. Their penchant for  definition led them to ignore the clearest statements in the Law they claimed  to read, study and love to obey. Having spoken three times in the same section  about “the altar” and “the temple”, it cannot be incidental that the Lord goes  on to say that they had effectively slain Zacharias “between the temple and the  altar” (:35). He is demonstrating that despite their hypersensitive  interpretation of these things, they had committed sacrilege in those very  places.
  The gift- Again we have an insight into how the Pharisees thought.  Gifts to the temple were all important to them, because those gifts were  effectively their income. 
  23:19 Blind- The fact the Lord rebukes them for their blindness shows  that blindness is in this sense their choice. I would suggest that much  erroneous understanding is a result of people choosing not to understand,  rather than having some genuinely excusable intellectual blockage.
  The altar that sanctifies the gift- The Lord had earlier taught that a  gift brought to the altar was unacceptable if the offerer was not first  reconciled to his brother (5:23,24). But as so often, He uses their reasoning  and for a moment, argues as if it were true. If they considered that the altar  sanctified the gift, then effectively there was a unity between the sacrifice  and the altar. To draw a distinction between oaths made by the altar and those  made by the sacrifice upon it was therefore utterly a false distinction. The  Lord could have argued that oaths should only be made by God, in line with Dt.  6:13. Or He could have reiterated His position that our yes should mean yes,  and therefore there was no need for any swearing by anything (5:34-36). But we  note how He argues here- He uses  their wrong ideas and works with them to demonstrate ultimately how they were  misplaced and wrong. He does the same in using the language of demons. Instead  of a bald declaration of truth, He worked with people from where they were. Far  too often, bald declarations of truth are presented in a way which can only  alienate, and is more for the benefit of the speaker than the audience. It all  comes down to whether we genuinely wish to lead a person onwards, for their  benefit; or whether we are involved in the whole interchange for our own  self-justification and benefit.
  23:20 The Lord is criticizing the  distinction made by the Jews between swearing by the altar, and swearing by the  sacrifice; or swearing by the temple, and swearing by the gold placed in the  temple treasury. If a man swore by the temple or by the altar, those things  could not be taken up if he was found to be telling untruth. But if he swore by  the sacrifice or donation of gold he had made, those things could be seized. 
23:21 And  by Him...- The Lord's point here and in :22 was  that effectively, the Pharisees were doing what they were trying hard not to  do, i.e. swearing by God. And yet Dt. 6:13 had commanded that oaths should be  sworn by God, and Lev. 19:12 implies that too, in warning against swearing  falsely by God. There is no suggestion that oaths were to be sworn by anything  else. This was the point of the commandment not to take the Name of God in vain  (Ex. 20:7). Abraham swore by God (Gen. 14:22,23); the formula was typically  "as Yahweh lives" (Jud. 8:19). The Jews tried to avoid this, placing  the sacrifice, gold, temple and altar in some kind of varied scale of  solemnity. But the Lord's point is that effectively, they were swearing by God.  The lesson is that all such careful, legalistic attempts to place a respectable  distance between God and ourselves in the matter of honesty are foolish and  irrelevant. In reality, the Jews were breaking one of the ten commandments, by  taking God's Name in vain. And this was the very commandment they were so  careful to apparently obey by not even mentioning or pronouncing the  tetragrammaton. The Lord's earlier command in 5:34 not to swear could be read  as meaning that people were not to swear by the things they were swearing by at  the time (heaven, earth, Jerusalem, your head), but only by God. But seeing God  knows all things, the Lord is saying that our yes should be yes, for  effectively all that we say is said before God. 
  
  That dwells therein- The Lord goes on to say that the house of the Lord  was no longer God's house but "your house", and it was 'left  desolate' (:38). The glory had departed from it, just as God's shekinah  presence is depicted in Ezekiel as progressively departing from the temple. And  yet again the Lord is using their own beliefs against themselves. If they  believed that God still dwelt in the temple, then the gold in its treasury, the  altar and sacrifices were all equally connected with Him. Note that “Him that dwells” in the sanctuary / Most Holy (Mt.  23:21,35 RVmg.) could be a reference to an Angel who dwelt there- see Ps.  78:60.
23:22 By Heaven- To draw a  distinction between swearing by Heaven and swearing by God personally was  purely academic. Earlier the Lord had clearly stated that there is practically  no difference beween Heaven and God: "Heaven... is God's throne"  (5:34). We note, however, that Matthew often uses "Heaven" as a  synonym for God, using language in a way which makes concession to Jewish  sensitivities, even though they were mistaken. The use of the language of demons  for unexplained illnesses is another example. The Lord could have simply quoted  from the Old Testament, as Stephen did: "Heaven is My throne" (Acts  7:49). But instead He works with the false distinction they were making to show  it to be false, instead of head on confronting them with the error of their  thinking by Biblical quotation. And in that He sets us an example. The Lord's  point is that all oaths are before God because He sees all things. The  distinctions being drawn by the Pharisees were pathetic efforts to distance man  from God in terms of personal responsibility to Him. Whilst we may shake our  heads at their intellectual vanity and desperation, we practically do the same  within the deepest levels of human psychology. For we too can assume that somehow  God is not present, we are not held to be utterly truthful, because of some get  out clause of our own creation and imagination. But His omnipresence means that  there are no such separations to be made, nor distances to be placed, between  God and man. We are directly responsible to Him, in His presence. See on :26.
  
  Him that sits thereon- A clear invitation to conceive of God as a  personal corporeal being having specific location.
  23:23 You tithe- The Greek can  equally mean to both take or receive tithes. They demanded and perhaps paid  themselves tithes on absolutely everything. 
  
  Mint, dill and fennel- These plants grew on windowsills, and a tenth of  their 'crop' would've been very light in weight. The lightness of the 'crop' is  contrasted with the 'heavier' things which were required of believers. Again,  the Lord could've deployed convincing Biblical arguments that the tithe was to  be paid from harvested crops, and given to the Levites / priests- not the  Pharisees. For they were not the same as the priests. There is no hint in the  Mosaic legislation that a tenth of such things was to be given to support the  livelihood of the priests. But the Lord goes along with their position- and  doesn't say they should not do this. Rather He lifts the issue to a higher and  'heavier' level. In engagement with those who wilfully misunderstand Scripture,  it's easy to present a strictly Biblical case which demolishes their position.  And the Lord could so easily have done this in the matter of tithing kitchen  herbs. But He doesn't. He simply raises weightier issues and principles. 
  
  You have omitted- The Greek aphiemi occurs three times in this  verse; clearly a word play is intended. For the Lord concludes the sentence by  saying: "... and not to leave [aphiemi] the other undone [aphiemi]".  And He uses it again at the end of His speech: "Your house is left [aphiemi]  unto you desolate" (:38), and there would therefore not be left [aphiemi]  one stone upon another in that temple / house (24:2); not one part of the  masonry would be omitted or overlooked, every stone would be thrown down. They  had omitted the weightier matters of justice etc., thinking they were justified  in this because they did not omit to tithe kitchen herbs. But the Lord is  saying that effectively they had omitted "the other", the  tithing of kitchen herbs; they had omitted what they had omitted. The double  use of aphiemi in the last clause is to give the sense of how totally  they had omitted [aphiemi] "the other", the tithing of kitchen  herbs. So although they did tithe them, effectively they had not done so.  Because they had omitted the weightier matters of justice, mercy and faith. So  they tithed, but they did not tithe. Just as we can pray, but not pray; think  we believe, when we do not; forgive, when we do not really; read God's word,  when we do not really do so [as the Lord often pointed out to them in saying  "Have you never read...?", when clearly on one level they had read].  Omitting justice, mercy and faith meant that their tithing of the small stuff  was also omitted, in God's final view of them. The spiritual life is intended  to be all encompassing, it's not a case of a series of specific obediences to a  long list of specific commandments, whereby our omission of the heavier issues  is compensated for by our commission of the lighter issues. And this again is a  challenge to us all; for surveying God's expectations of us, we can so easily  cut ourselves slack in some areas because we feel we are being obedient in  others. Thus the failure of the Pharisees in this becomes not something to  merely shake our heads at, but a challenge to our deepest internal reasonings  in our own walk before God. 
  
  The weightier matters- The heavy burdens tied on men by the Pharisees  were in fact relating to the lighter matters [s.w. :4 "heavy  burdens"]. Clearly the Lord saw there was a variation in God's  requirements, ranging from light to heavy. This of course was and is anathema  to any legalistic mind, who sees obedience to specific statements as paramount.  The Lord is trying to show that life before God is lived in a spirit of life in  which omitting the weightier matters means that specific obedience to the  lighter matters is thereby rendered void. 
  
  Justice, mercy and faith- These were "matters of the Law",  these were what the various specific commandments of the Mosaic Law sought to  inculcate. Why these three matters? Mercy is part of justice, in that justice  must be shown with mercy if we have any awareness of our own moral frailty  (James 2:13); just as God integrates mercy with justice in His judgment of men.  Mercy and justice are what David praises God for (Ps. 89:14; 101:1). God's  judgment of men is connected with His mercy (Is. 16:5; 30:18), and human  judgment of situations must likewise be a mixture of justice and mercy (Hos.  12:6; Zech. 7:9). But to exercise these things requires faith- faith that God's  judgment of us and others is mixed with mercy. For those like the Pharisees  with no sense of their own sins and experience of God's judgment-mercy, this  was all a foreign language, just as it is for the many self-righteous legalists  of today. Our calling is to reflect God's mixture of justice and mercy on the  basis of our own experience of it, and this was the intention of the entire  legal apparatus of the Mosaic law. 
Faith- Faith is something which ought to be 'done', the Lord is teaching. Faith never exists alone. James argues that there is no essential difference between faith and works. 'Faith' is not just credulity or a vague feeling of hope, but an active, driving force. There is "the work of faith" (1 Thess. 1:3; 2 Thess. 1:11). Knowledge and faith are paralleled in John's thought (Jn. 8:32 cp. 14:1; and 6:69 cp. 11:27)- in stark contrast to this world's emphasis upon works rather than faith. Hence Isaiah's appeals to know and believe Yahweh (43:10); and the Lord's parallel of 'little faith' with little understanding (Mt. 16:7,8). Pistis, one of the NT words for 'faith', is translated in the LXX as both 'faith' (e.g. Dt. 32:20; Prov. 12:22) and 'truth' (Prov. 12:17; 14:22; Jer. 5:1). Indeed, another word used in the LXX is 119 times translated 'truth' and 26 times 'faith'. There is a connection between true knowledge of the Gospel and faith. And this faith is the basis for our works. We don't just learn the propositions of the one faith before baptism, and forget them. The triumphant spiritual life lives them out.
23:24 Blind guides- That they were “guides” is a repeated reason why the Lord condemns them. This is because they were leading others to condemnation. We play a larger part than we currently can ever imagine in either the salvation or stumbling of others, and this fact of itself should impart to all our interactions a seriousness and intensity. On one hand, deeply sensitive to whether a course of action will cause another to stumble, and on the other, ever reaching out to others with the possibilities of the Kingdom and forgiveness.
Strain out a gnat- Gnats lived on camels, so this is a picture of how extremely these highly religious men had utterly missed the point. And remember that they were members of the ecclesia of their day, the people of God. Amos 6:6 (LXX) condemns a similar Israel as those "which drink strained wine". The Pharisees would’ve been shocked by this direct association made between them and apostate Israel of Old Testament times. The context of Amos 6 is about the forthcoming destruction of the city of Jerusalem and the temple for the sake of the materialism of Israel’s leaders.
23:25 You make clean- The Lord Jesus is described using the same word as making others clean (8:2,3; 10:8; 11:5). The Pharisees were concerned with making themselves look clean externally. Again, they are a parody of the Lord. He was concerned with making others clean, and really clean. This tension, between making ourselves look clean and making others clean, is highly relevant to us all. For there is such a thing as being spiritually selfish.
The outside- The tension between outside and inside, along with the idea of cleanliness, is to be found in the Lord’s earlier teaching in Mk. 7:15,18. Nothing on the outside can defile a man, it is the inside , the thoughts, which must be cleansed. If we ask why there is a desire for good appearances externally, the answer may not simply be ‘so as to look good to others’. It can also partly be a recognition of our own inner defilement and our sense that we ought to be doing something about it. Peter explores the same tension in 1 Pet. 3:3, teaching that a woman should not focus on outside [s.w.] adorning, but not on internal attitudes. He’s not saying that ‘outward adornment’ is wrong of itself, but rather that her focus should be on inner spirituality rather than focusing on the external to the exclusion of the internal. Thus obsession with external cosmetic issues, and literal cosmetics, can likely be a running away from internal issues which need serious addressing. So often pedantic attitudes to externalities conceal insecurity, and in spiritual terms, that insecurity is a reflection of disbelief that the inner conscience has been cleansed of sin in Christ.
The cup and the plate- The plate and cup refer to the Pharisees personally. The picture is of silverware being cleansed and shining outwardly, whilst it contains unclean things within. “Even so you also outwardly appear righteous” (:28). And Lk. 11:39 is clearer: “Your inward part is full of ravening [Gk. ‘extortion’] and wickedness [Gk. ‘plots’]”. They were ever scheming how to get money out of people. But why choose these two items as examples? The presence of the article both times, the cup and the plate, suggest they have specific relevance. The Gospels were written as the handbook for the early Christian converts and ecclesias. They would largely have been recited or read at the breaking of bread meetings. It’s hard therefore to avoid the reference to the memorial cup and plate of the communion meetings. And again, the warning comes so close to home. The memorial meeting is the time to look within, at the likely wickedness within us, rather than appearing in our Sunday best and making ourselves shine externally.
Excess- The Greek suggests complete lack of restraint. And here is the paradox. The most rule-governed people were actually without any sense of restraint. Obedience to rules, and elevating rules, does not of itself mean we are restrained. It can mean the very opposite.
Time and again Paul warns his brethren not to behave like the Pharisees did in various incidents in the Gospels (e.g. Mt. 23:4 = Acts 15:10; Mt. 23:25 Gk. = 1 Cor. 7:5, where Paul is saying 'If you lust inwardly but outwardly appear to have rejected marriage for the sake of the Gospel, you're like those condemned Pharisees). Let it be noted that the danger of Pharisaism, of spiritual hypocrisy, of adopting a hard line on issues which in essence we too fail in, was a great theme with Paul.
23:26 Cleanse that which is within- What was within them was a ravening (7:15) for material gain and plotting to obtain it (Lk. 11:39), extortion and lack of self-restraint (:25). There was of course no prescription in the Mosaic legislation for cleansing internal attitudes. But the Lord’s command for them to cleanse these things surely suggests they were to think harder about what the sacrificial blood of cleansing might represent. The argument of Heb. 9:9-14; 10:2,22 is that the blood of Mosaic sacrifices could not cleanse from such internal conscience of sin- but the blood of Christ can. The Lord’s command for them to “cleanse” their inner parts could therefore find no opportunity for fulfillment within their legal framework. But the language would’ve recalled David’s need to be cleansed in the inward parts after his sins relating to Bathsheba (Ps. 51:2). His request for cleansing was met by God’s direct operation on his heart, because as he was aware, there was no prescribed sacrifice which could address his need. The scribes and Pharisees were surely intended to realize that they must ask God for special cleansing; and yet they knew that blood played some role in cleansing. Therefore they were intended to come to the conclusion that God could indeed cleanse them, but through some special sacrifice. The priests and Pharisees who later converted to Christ perhaps followed this path of logic to where the Lord intended it to lead (Acts 6:7; 15:5). His hopefulness in people finally paid off- setting us a great example.
That the outside of them- There is a jarring element of unreality here.  Cleaning the inside of a cup doesn’t make the outside clean. But that is the  jump of faith required. The inside is the outside- in God’s eyes. This  reasoning continues the theme that ‘God sees all things’ which the Lord has  developed in :22; see on 23:22 By Heaven. 
  23:27 Whitened sepulchres- A  month before Passover, the graves were painted white so that the pilgrims  coming to keep the feast would not be defiled. This was therefore something fresh  in everyone’s minds, for the Lord was speaking at Passover time. Earlier the  Lord had used the opposite figure about them: "You are as graves which  appear not, and the men that walk over them are not aware of them" (Lk.  11:44). It was as if they had not whitened / cleansed themselves before  Passover as was required. And so again we see the idea that they led men into  defilement.
  Appear- S.w. 6:16 “That they may appear unto men to be fasting”. 
  But within are full- The idea of being inwardly ‘full’ of  unclean thinking is found likewise in :25: “Full of extortion and excess”. Only from God’s perspective is this apparent. We tend  to perceive elements of spirituality and also of unspirituality co-existing  within a person. But ultimately, in God’s judgment, the inner heart is either  fully for Him or against Him, dead or alive in spiritual terms. They are full  of “all uncleanness”. The language is  in absolute, total terms. 
  Bones- Perhaps a reference to the  spiritually dead house of Israel being likened to dead bones in Ez. 37:1-11,  awaiting the coming of the spirit of the new covenant.
  23:28 Outwardly appear unto men...  within- This is the language of 1 Sam. 16:7. Man looks on the outside, but  God looks within. And within the Pharisees was not a pretty sight.
Within… hypocrisy- We would imagine that the language of hypocrisy was more relevant to their outward appearance than to their internal state. But they were hypocrites within, meaning that they deceived their own selves within, wearing masks within their own hearts to deceive themselves that they were actually righteous. The Lord Jesus perceptively commented that hypocrisy is something which is within- it's about acting out a role inside ourselves, a split personality within a person, whereby they kid themselves they are someone whom they are not. Their real self and their shadow self are in conflict deep within their minds, in their own self-perceptions they act one way when their real self is something different. And this all goes on within the human mind. Hence Paul speaks of hypocrisy being essentially a lie which is told within the mind, and parallels it with a conscience which no longer functions properly (1 Tim. 4:2). The Lord's definition of hypocrisy therefore concerned an internal state of mind- and He warned that this is a yeast which inevitably spreads to others (Lk. 12:1). Thus Barnabas was carried away into hypocrisy by the hypocrisy of others (Gal. 2:13). Although it's so deeply internal, the dissonance between the real self and the portrayed self that goes on within human minds somehow becomes a spirit which influences others. And that's how society has become so desperately hypocritical. James 5:12 gives some good practical advice in all this- our yes should mean yes and our no should be no, or else we will fall into hypocrisy (Gk.- AV "condemnation" is a terribly misleading translation). James seems to be saying that we can guard against falling into the hypocritical life and mindset by ensuring that our words, feeling and intentions are directly and simply stated, with meaning to the words, with congruence between our real self and the words we speak.
Iniquity- The Greek anomia means literally ‘not law’, without law. These religious scrupulous legalists were in fact moral anarchists, with no law. This is the great paradox of legalism, to the point that it could be argued that legalism is in fact a cover for internal moral lawlessness. This would explain the otherwise staggering moral hypocrisy, double standards and depth of moral failure observed in the lives of so many legalists. Their external legalism is a cover for their own internal moral anarchy and lack of law and self-restraint.
23:29 You build- Oikodomeo means not only to build but carries the sense of ‘to confirm’, and is also translated in the NT in this sense. On one hand, building the tombs of the prophets was a sign of respect, but the Lord read it negatively, as if by doing so they were confirming the decision to murder them made by their forefathers. We have here an example of where the same action can be judged positively or negatively by the Lord; and this of itself disproves the mentality of salvation by works. Because it depends with what motive or background attitude the works are done, and this decides whether the work was an act of righteousness or a sin. And this is a further warning against the impossibility of judging another’s works. For we fail to see those background, internal attitudes behind the work. See on 23:30 Our fathers.
Garnish- The same word is soon to be used of how the temple was ‘garnished’ (Lk. 21:5), and the Lord predicted its utter destruction. In the Lord’s teaching, it is the inner mind which must be “garnished” (12:44), the lamp of our own spirituality must likewise be “trimmed” (s.w.; 25:7). Again we see a tension between the Lord’s focus upon the internal, and their attention to the external.
The righteous- The same word has just been used in :28, where the Lord observes that the Pharisees tried to “appear righteous unto men”. And they accordingly made a great show of tending the graves of “the righteous”. The implication is therefore that they saw righteousness in terms of imitating ‘the righteous’ who had gone before them. The whole thrust of the New Testament is concerning imputed righteousness, not attaining righteousness in the eyes of others by our own imitations of men. The idea that righteousness involves modelling some past religious leader of our denomination is not at all dead in these days.
23:30 Our fathers- The Lord takes their use of this phrase and reasons  that they were thereby calling themselves the descendants of those who had  killed the prophets, and were therefore guilty. That may seem a very harsh  analysis and judgment. But the Lord has the power to see meaning in words for  good or for bad. All we hear are the  words, and we cannot judge words alone, because we cannot see the background  motivation behind them. See on 23:29 You  build.
  The  blood- Blood is here put by metonymy for  ‘death’, and this explains how the term “The blood of Christ” refers not so  much to the red liquid of His blood, but to His death.
23:31- see on 15:2.
  Witnesses  against yourselves- The rejected are  witnesses against themselves (Is. 44:9). Herein lies the crass folly and  illogicality of sin. Jeremiah pleaded with Israel: "Wherefore commit ye  this great evil against your souls [i.e. yourselves], to cut off from you man  and woman... that ye might cut yourselves off" (Jer. 44:7,8, cp. how  Jerusalem cut her own hair off in Jer. 7:29). In the same passage, Yahweh is  the one who does the cutting off (Jer. 44:11); but they had cut themselves off.  Likewise as they had kindled fire on their roofs in offering sacrifices to  Baal, so Yahweh through the Babylonians would set fire to those same houses  (Jer. 32:29). And note the present tense of the Lord’s words here. In that the  judgment process is now ongoing, we are right now witnesses against  ourselves when we sin. And we are not only witnesses, but also the judge who  pronounces the verdict of condemnation: for the sinner is condemned of  himself (Tit. 3:11). In this lies the illogicality of sin and the utter  blindness of man to the implications of his actions before God. They right now  fulfil or live out the judgment of the wicked (Job 36:17).
That you are the children- Again, this seems an example of imputing iniquity. Their usage of the term “our fathers” was taken by the Lord to mean that they ‘allowed’ or [Gk.] ‘had pleasure in’ the murder of the prophets (Lk. 11:48). But the same words “our fathers” are used by Paul to describe his faithless Israelite forbears- and he is not condemned for it (1 Cor. 10:1; Acts 28:25). Clearly, the same words can be used by men with different background meanings, and this is seen by God and His Son. But all we hear are the words- we cannot therefore judge them.
The children- The idea of being a ‘son of’ someone or something meant to be in agreement with them, or to be a disciple of them.
23:32 Fill up- The language of the iniquity of the Amorites filling up to a point where they would be cast out of Canaan (Gen. 15:16). The Lord is saying that the Jewish legalists were no better than the Gentile inhabitants of the land, and they would be cast out of the same land, to make way for a new Israel, largely comprised of Gentiles. God is not insensitive to sin; the account builds up to a point where He will openly act. The question is whether the Lord was commanding / encouraging them to ‘fill up’ this measure of sin by going ahead and crucifying Him, or whether He was merely commenting that they were filling up that measure of sin which would bring Divine judgment. If He is encouraging them to go ahead and fill up the measure of sin required of them, then we have here another insight into how the Lord as it were provoked His own final arrest and death, in the sense that He consciously gave His life rather than having it taken from Him. His parody of a triumphant entry into Jerusalem so broke and disappointed Jewish expectations of Him that it could be argued that He was purposefully moving the crowds to turn their misplaced love for Him into hatred, and join forces with the Jewish leadership in killing Him.
The  comparison between them and the Gentile Amorites is part of a wider theme, in  which those among God's people who break their  covenant with Him, He sees as the world. Thus Moses prophesied of an apostate  Israel: "They have dealt corruptly with [God], they are no longer his  children because of their blemish; they are a perverse and crooked generation"  (Dt. 32:5 RSV). These very words are used by Paul regarding the Gentile world  (Phil. 2:15). Likewise Is. 42:1,2 concerning Christ's witness to the Gentiles is quoted in Mt. 12:19 regarding His witness to an apostate Israel. Israel were  to be made like “the top of a rock” just as Gentile Tyre would be (Ez. 24:7;  26:4). Pharaoh's heart was hardened to bring about God's glory, but Paul uses  the very same language, in the same context, to describe what was happening to  an apostate, Egypt-like Israel (Rom. 9:17). Korah and his company were  swallowed by the earth, using the very language which Moses so recently had  applied to how the Egyptians were swallowed by the earth at the Red Sea (Ex.  15:12).
  The measure of your fathers- The Lord elsewhere uses the figure  of a measure to describe final judgment. With the measure we measure, it will  be measured to us in that day (7:2). So the Lord could be urging them to go  ahead and fill up the required level of sin to bring about on them the judgment due to their fathers.  For this is His teaching in :35- that judgment for all the righteous blood shed  by Israel’s leaders was to come upon that generation. This may appear to  contradict the principle that the sons shall not suffer for the fathers’ sins.  But the Lord seems to be saying that there is also another dimension to the  picture, and that is the principle of imputed sin to those who repeat the sins  of their fathers. 
  23:33 Generation of vipers- A clear reference to them as the seed of the  serpent (Gen. 3:15). 
  How can you escape the  condemnation...-  The Lord's whole attitude to Israel showed that they could be saved from  condemnation, even at the very last minute. And this was clearly His will. So  rather than seeing this as spoken in anger as the final invective against a  deeply wayward nation, I am inclined to see this as spoken with a voice  cracking under the passion of wanting to save the beloved who hates their  Saviour. And surely there was a rhetorical element to it. How they could escape  it was to ditch their plans to crucify Him. And the Lord goes straight on in  24:16 to say that even when judgment started to come upon Jerusalem and the  temple, they could “escape to the mountains” (s.w.). This was how they could  literally escape the coming condemnation; which suggests that surely the Lord  did have an appealing, rhetorical sense to His question here. The similarity  with that clause in the Olivet prophecy is really a marvel of grace. They who  deserved instant death were being given grace upon grace, every chance to  change the outcome of their wicked ways. Further, the Lord is quoting here from  the words of John the Baptist: “O generation of vipers, who has warned you to  flee [s.w. “escape”] from the wrath to come?” (Lk. 3:7). “All Jerusalem”,  including the Scribes and Pharisees, had initially heard John approvingly. The  Lord is surely saying that the way to escapee the coming condemnation was by  doing what John had taught- to repent and accept Jesus as Messiah and Saviour  from sin. Again, the Lord’s quotation of John’s words confirms that He is  speaking rhetorically and seeking their repentance and salvation, even at that  late hour.
  23:34 This certainly sounds like a  quotation from extant literature; Lk. 11:49 introduces it with: “Therefore also  said the wisdom of God”. The Lord Jesus was indeed “the wisdom of God” (1 Cor.  1:24), and so it could be that the Gospel writers were pointing out that these  words of Jesus were a proof text amongst their persecuted converts. Certainly  the Lord’s words here would’ve been a good mission statement for the early  church. Or it could be that the Lord is quoting some now unknown text with  approval. There can be no doubt that every part of the verse has direct  relevance to the first century witness to the Jews. The source of the quotation  is therefore of secondary importance; the Lord places it in His own mouth, at  any rate, in predicting the outcome of the great commission. And yet clearly  enough, at the time He spoke these words, that bunch of mixed up, largely  secular men, who misunderstood so much, who knew so little, and whose ideals  were so misplaced, were far from being the preaching machine which the Lord’s  words imply here. We can take one simple lesson from this- He had a profound  hopefulness in people, a hopefulness which against all odds so often paid off.  We, by contrast, tend to be highly cynical of people because we fail to see  what they might turn into in spiritual terms.
   I send  unto you- A reference to the sending of the great commission. The Lord’s  desire was that the worldwide witness began at Jerusalem (Lk. 24:47), and  Paul’s interpretation of the commission was clearly that it involved being sent firstly to the Jews, and then to the  Gentiles.
  Prophets- The secular disciples were the equivalent of the prophets  in the old Israel. There may be particular reference to the New Testament  prophets, those who had the Spirit gift of prophecy. Lk. 11:49 adds: “Prophets  and apostles”. Clearly the witness of the early Christians is in view.
  Scribes- The Lord was talking to the scribes (:29), telling them  that He was sending “scribes” to them. And those scribes were men amongst whom  were the illiterate and who therefore didn’t know the text of Scripture that  well. Their qualification was that they had known God’s Son. The Lord is here  comparing and contrasting the old and new in the starkest possible terms.
  You shall kill- As Stephen and James (Acts 7:59; 12:1,2).
  And crucify- The Lord implied this would be Peter’s fate.
  Scourge- Fulfilled Acts 22:19-24; 2 Cor. 11:24,25. 
  In your synagogues- The punishment of synagogue  scourging could only be applied by the Jews to official synagogue members. The  fact Paul experienced synagogue discipline by beating with rods shows that he  too chose to be a member (2 Cor. 11:24). The Lord spoke as if His followers  would remain within the synagogue system until they were forcibly expelled (Jn.  16:2). In all this we see a distinct lack of any ‘guilt by association’  mentality with the Lord. He did not ask His followers to break religious  association with those who were both morally and doctrinally astray, but rather  to remain in those associations until they were cast out. Notice again how the  Lord refers to your synagogues, just  as God’s house became “your house”.
  Persecute them- By Paul, who was himself later  “persecuted” by the Jews (s.w. 2 Cor. 4:9; Gal. 5:11; 6:12). 
  From city to city- Fulfilled in Acts 14:19; 17:13. 
  23:35 That upon you- One would’ve expected God to be so hurt by the death  of His Son that judgment came immediately upon those responsible. But instead,  the Lord predicted that the judgment would come only after the Jews had further  persecuted the apostles as they went out to fulfil the great preaching  commission to the Jews. This apparent delay was not because God was not hurt or  not angry. He was. But His patient love and desire for human repentance, to  give them yet more chances, was simply greater. The delay was so that the Lord  could send out the apostles of :34 to appeal to Israel for repentance. But they  had been given final appeal after final appeal. And still God waited for their  repentance. With what eagerness must He have watched for response to the  preaching to them, and with what generous provision He would’ve provided for  all those who wished to make that appeal to the Jews. And nothing has changed  to this day. The idea of blood coming upon, epi,  a person clearly meant ‘guilt for their death’. Soon the Jews were to be using  this very term in asking for the blood of Jesus to be ‘upon’ them (27:25).  Because Jesus was the personification of God’s prophetic word and thereby the  summary of all the prophets, their desire for His blood to be upon them was effectively taking upon themselves  the blood of the prophets.
  All the righteous blood shed- This stands for ‘judgment for all the righteous blood  shed’. Note how language is being used here. The sin is put by metonymy for the judgment for the sin. Sin is its own  judgment. To sin is to ask for judgment / condemnation. In this lies the utter  lack of logic in any sin. And iniquity was added to their iniquity (Ps. 69:27-  a specific prophecy of the Jews who killed Jesus), just as righteousness can be  imputed. 
  Abel- If that generation were guilty of Abel’s murder, this  associates them with Cain. The Jewish false teachers are likened to Cain (1 Jn.  3:12; Jude 11); and the Lord says that the Jews seeking to kill Him are the  sons of the one who was a “murderer from the beginning” (Jn. 8:44). Cain was  the first murderer. 
  Zachariah son of Barachiah- Or, Baruk. The prophet Zechariah  would fit this description, but there’s no record of him being murdered. Josephus  in The Jewish War 4.5.4 speaks of a Zacharias  ben Baruch who was assassinated by the Zealots in the Sanhedrin. But he was not  a prophet, and this event was still future. And he wasn’t killed in the temple.  However, there was a prophet Zechariah who was stoned to death in the temple (2  Chron. 24:19-22). He was the son or grandson of Jehoiada, so it’s feasible he  was the son of a Baruk. The Hebrew Bible ended with 2 Chronicles, and so the  mention of this murder would form an appropriate inclusio with the first  murder, of Abel. All the murders of the faithful, from the first to the last as  recorded in the Hebrew Bible, were going to have their judgment exacted from  the generation who crucified God’s Son. 
  Between the temple and the altar- See on :18 The altar. The mention of this detail would perhaps be because the  Lord has just spoken of their wrong attitude to both temple and altar (:20,21).  He is saying that effectively they had desecrated temple and altar- when they  claimed such deep reverence for them. Their mercenary focus upon the gold of  the temple and the gifts placed upon the altar was to such an extent that they  had robbed the actual temple and altar of their holiness. This was no better  than killing a righteous prophet in the holy place. 
  Whom you slew- The murder was counted to them, in the sense that the  blood of those martyrs was “required of this generation” (Lk. 11:51). Sin, like  righteousness, can be imputed as part of the downward spiral which operates as  the opposite of the upward spiral in spiritual life.
  23:36 Shall come upon this generation- Even in this prediction of  terrible judgment there is grace. Because the AD70 judgments didn’t come until  nearly 40 years afterwards. Male lifespans in first century Palestine were  estimated at an average of 29 years by J.D. Crossan, basing his research on  tomb inscriptions and analysis of bones from graves. So the actual ‘elders’ who  were responsible for the Lord’s death likely died in their beds rather than in  the Jewish-Roman war or the final holocaust in Jerusalem. I can only explain  this on the basis of God’s grace prolonging that final coming of judgment, in  the earnest hope that Israel would yet repent. In the context of AD70, this  would appear to be the teaching of 2 Peter 3. We would expect those men to have  fairly soon received their judgment in this life. They will be judged- at the  last day. But it would seem that God’s desire to judge them was in tension with  His desire to give Israel the maximum opportunity for repentance. We can only  draw a sharp breath at God’s grace. Another approach would be to understand  that the threatened judgment upon that generation simply didn’t happen- in  their lifetimes. The entire Divine program was delayed until the last days,  when that generation shall be resurrected and receive their judgment. The  events of AD70 were simply a foretaste and prefigurement of the final judgment  at the Lord’s second coming.
  This generation- A phrase often used by the Lord in Matthew concerning  those who heard and dealt with Him. It is surely the same generation in view in  24:34: “This generation shall not pass, till all these things be fulfilled”. This generation is used elsewhere by the  Lord concerning those right in front of Him. It is the same “this generation”  in 23:36 as in 24:34. The Lord doesn’t, therefore, mean ‘The future generation  which shall exist and see these things will not pass until all is fulfilled’.  He is saying that the generation, this generation, would not pass until all was fulfilled. The fact all wasn’t  fulfilled simply in that generation shows that there was a major delay or  change in the Divine program. And the reason for the delay was not simply that  Israel hadn’t repented, but because God’s loving patience was still awaiting  their repentance- and He so wished them to repent.
  23:37 O Jerusalem- It was “this generation” which killed the prophets  (:35), so why does the Lord specifically talk here about the children of Jerusalem?  “Daughter of Zion” was an Old Testament term used for the faithful remnant in  Jerusalem. But the way the Lord talks of gathering Jerusalem’s residents under  His wings is surely because He had a clear vision before Him of how the city  would be burnt. For a hen typically gathers her brood under her wings to  protect them from a barnyard fire; or perhaps with the intention of being burnt  first to preserve the life of her brood as long as possible. And these were the  Lord’s feelings to the “Jerusalem” which rejected Him and sought His life; He  wanted to save them, to buy them some more time at least (as reflected in the  parable of the worker who doesn’t want to cut the tree down immediately). But  they didn’t want to know. It was and is all so tragic.
  Kills… stones- The allusion is to the parable of the husbandmen, who  killed and stoned the servants / prophets sent to them (21:35). 
  Stones- The punishment for apostasy (Dt.  13:10; Acts 7:59). It was their wilful religious misunderstandings which led  them to such violence in practice. 
  How often would I have gathered your children together - He lamented over a Zion that sought only to  hurt and murder Him. Yet not so many verses later in our Bibles we hear the  Lord using the same word in saying that at His coming, the elect would be  "gathered together" unto Him (Mt. 24:31). He so often had  earnestly desired the coming of His Kingdom there and then; to gather His  people unto Him. But they would not. It must have been unbearable to be such a  sensitive person in such a hard and insensitive, dehumanizing world. “How  often…” suggests that there were specific times in His ministry when it would  have been potentially possible to gather together Zion’s children in one and  begin the Kingdom. But they refused.
As a hen- We see the Lord’s humility here in comparing Himself to a female, humble, farmyard animal- and not a proud lion. Many of the descriptions of Christ in the parables are taken from Old Testament passages describing the feelings of God towards Israel, showing the truth of this in the first century context when Israel were still God's people. Thus the Lord's description of Himself as a hen wishing to gather the chicks of Jerusalem is based on Is. 31:5: "As mother-birds flying, so will the Lord defend Jerusalem" (Heb.). Lk. 13:8 could suggest that Christ's attitude to Israel was even more patient than that of God Himself; yet because their feelings to Israel are identical, the implication is perhaps that the Son enables and thereby persuades the Father to be even more patient with us than He would naturally be! See on 15:13.
Under her wings- This is a classic Old Testament figure, of the faithful taking refuge under the wings of God’s cherubic care. The gracious desire of the Lord to save even those who crucified Him is the essence of God’s saving care in the Old Testament.
23:38 Your house- The temple had always been called  "The house of Yahweh". But now it is was theirs, as the "feasts  of the Lord" become the "feast of the Jews". The Lord's table  became their table (Ps. 69:25,22). They had hijacked God's institutions,  just as men today have hijacked the Lord's table and imposed their own guest  list and rejection policy upon it. Likewise  the Lord called the law of God through Moses as now being “their law" (Jn. 15:25). The breaking of bread ritual practiced  by the Corinthians was eating their own supper  and therefore their gatherings were “not to eat the Lord's supper" (1 Cor. 11:20). 
  Desolate- The Greek word is used  many times and always in the sense of a wilderness. This is the fulfilment of  Hos. 2:3, where God through Hosea had threatened to make His beloved "a  wilderness". This  is the link with the Olivet Prophecy in chapter 24, which develops this theme  of the desolation of the temple and a desolating abomination which was to be  placed there. Clearly, therefore, the primary intention of the Olivet prophecy  was to the Jewish generation and temple in which immediate context the Lord was  speaking. The fact the prophecy clearly has latter day applications and did not  completely fulfil in AD70 shows that there was a change of plan, as has often  happened in the Divine program, with prophecies being delayed and reapplied in  their fulfilment.
  23:39 Not see Me- The same words  are used in 13:14, "You shall not perceive / see" Christ. Previously,  they had 'seen' Christ as Messiah, realizing that this was the heir, and  desiring therefore to kill Him. But now the Lord was giving them over to the  blindness of their hatred. They would not knowingly crucify God's Son. But He  was saying that He now was going to stop them 'seeing' / perceiving Him for who  He was, so that they would crucify Him. And they would only again perceive Him  as God's Son all too late, when at the day of judgment they uttered the words  of Messianic welcome "Blessed is He that comes...". And yet even in  this terrible judgment there was interwoven a possibility of hope. They would  only perceive Him again as God's Son when, or, until the time that,  they recognized Him as Messiah in the Messianic words "Blessed is He that  comes...". Once they made that repentance, they would again perceive / see  Him. However, it could be argued that that is axiomatic. The thrust of the  Lord's words is surely that in the day of judgment, all too late, they would  perceive Him again as He is in truth. But all too late.
You shall say- When they are appointed their portion with the hypocrites and there is wailing and gnashing of teeth, then shall the Kingdom be likened unto the five wise and five foolish virgins. Then the rejected will understand the principles of that parable, crystal clearly. Members of the ecclesia of Israel will say "Blessed is he that cometh in the name of the Lord"- but be rejected. Likewise the Egyptians, fleeing in the mud from Yahweh as they vainly hoped against hope that the returning waters wouldn't somehow reach them... they came to know Yahweh (Ex. 14:18). It could well be that this knowing of Yahweh involves a desperate recounting of their sins, seeing that one of the purposes of condemnation is to make men aware of their sinfulness and the depth of God's grace.
Blessed is He that comes- When Jerusalem sees Jesus again, they will be saying: “Blessed is he that cometh in the name of the Lord”. This would suggest they are waiting for Him. And these words being taken from the Passover hallel, it could be that the Lord returns to them at Passover time, when they traditionally expect Him. Indeed, Jerusalem will not see the Lord until they say “Blessed is he…”- as if the time of His return depends upon their ‘seeing’ / perceiving Him beforehand.