Yes, this struck me as a good spot for ME to checkraise. But the bet that came out was so big it looked like opp was not the slightest bit worried.
Yes, but you also just minraised preflop, just called his raise, and just checked to him on the flop. You never gave him a reason to be worried that you had a strong ace.

I was too focused on the hard lessons I've learned about falling in love with TPTK.
I'm guessing, though, that on your big TPTK losses you're typically losing when you lead and they raise or they lead, you raise, and they reraise (at some point, maybe not all of this on the flop). You show strength and then they realize that they can get you to likely pay them off. Here you showed almost no strength, which would make me think that I got him right where I want him in this hand, if I were in your spot.

I would have had to think it over before acting though, as big overbets always throw me at first.