I once heard of a D&D group that played a game set entirely in a tavern, where different PCs each recounted tales and the players would then act out the flashbacks. Whenever someone died, there'd be an abrupt "Wait, that's not how I remember it..." from one of the present-day PCs, and the story would jump back a little, with some things changed. It sounded really fun, I'm probably not doing it justice. But the point is, you could do something like that where the PCs have somewhat more control over the narrative than usual because these are all stories that they're recounting, with varying degrees of artistic license. Obviously you're gonna want to go into less detail so it actually
funtions like a montage, but it could be a fun narrative framing device.
Also,
some demonstrations of good montages.