The following commentary is on Matthew 21:1-11. I consider the larger context of Zechariah 9 and how it affects our reading of the Triumphal Entry. I’d say that even modern commentators have not given this sufficient attention in many cases.
Zechariah’s prophecy of the king coming on a donkey is a critical view of kingship looking ahead to the messianic age when the ideas of dominion change into peace. In the early part of Zechariah 9, the warring peoples of the Mediterranean coast will become peaceful and submit to God’s authority in the messianic era. Then, in 9:9, Daughter Zion’s king (Jerusalem in the age when promises are fulfilled) comes not as a war-maker, but bringing peace, not on a warhorse, but a donkey like the Davidic kings of old.
Read the rest at the Yeshua in Context blog here.