100bb deep I'd be more inclined to just bet/3bet this on the flop, but since you're slightly deep you have enough space to get away from the hand. It's obviously villain dependent so it's hard to figure out what's the best play in this particular spot, but I don't think your average villain will take this line as a bluff often enough.

It's tough playing these spots in SNAP where you have no info on many villains. Many players won't really have a raising range other than nutted hands and super strong draws, then again, others will be raising a ton of flush draws and stuff like A7 and maybe some random stuff as well. I think most players fall into the 1st category.

I agree with Matt that I think you can deeper you can get away from this hand. I do think the pot sized shove on the turn is typically going to be pretty strong. I would just shove flop 100bb deep.

I agree with shoving the flop 100bb deep as it's unlikely villain defends 54s here, and possibly not even 55 44.

As played I would still defend the flop raise by calling but I'm turbo folding the turn. There's too many hands beating us, and I doubt he plays something like TT this way.