Bart Ehrman:
Are we to imagine that the throngs filling Jerusalem during this incendiary time (a festival celebrating God’s deliverance of his people from a foreign oppressor!) lined the streets singing their hosanna’s to the coming King — and the Roman authorities simply let it pass? Pilate’s soldiers would have turned a blind eye on this? Really?

Steefen:
Rev. Walt Marcum at Highland Park United Methodist Church / Kerygma service instructs his congregation that Jesus entered Jerusalem from one direction while Roman soldiers entered Jerusalem from another direction.

Jesus’ entry into Jerusalem LOOKED peaceful enough–what(?) a man on a donkey and 12 followers. The man on the donkey was the great healer and teacher, why should the crowd not gather?

Come on, how many community leaders did cause the crowd to congeal?

John the Baptist when he went to the Temple, Queen Helena (after she saved the city from starvation) when she went to the Temple, Agrippa when he went to the Temple. Whoever the celebrities were, there was some “recognition”. That would be a memorable moment of the pilgrimage: the great people you would get to see in the big city.

The crowd was happy and cheering, they weren’t an angry mob. A happy crowd is not cause for Roman concern. (Now, when Jesus starts kicking things over, according to your take on Roman crowd control, I’m surprised neither Roman nor Temple guards arrested him right then and there. Usually, messing with cashiers gets a person confined. I mean, if we want to be real about it–as my nephew would say.)