Can a user re-enter a path in a series if they match that criteria? I'm trying to send a message if users haven't been seen in over 6 months and I want that to be recurring.

Hello @user883, Currently, Intercom doesn't support an infinity loop, so every user matches the block only once.You can request infinity loop @Product WishlistGroup.A workaround here will be to create a similar block 3-4 times. I hope this will be helpful 🦄