Hero is in CO with J6ddT5ss (11.5k)
HJ is a weaker reg who has a tendency to overfold and his hands become face up over multiple streets (40k)
BTN is a strong online player, but he's been losing a bit, peels a bit too much from the blinds and has a tendency to bet turns a decent frequency when OOP and flop checks thru (not applicable this hand though) (stuck about 15k, he topped off to about 40k to cover HJ)

I believe the first mistake I make is not topping off so I can be bit deeper this hand so I can 3b the weaker HJ reg more liberally. With 100bb I rather play a single raised pot in position with SPR 10+ and also allow the BB, who is kinda bad as well, to come along. But at the same time BTN will peel a decent amount so I don't always have position this hand.

Action
7-handed game, folds to HJ who opens 300, I call the CO with JT56ds, BTN 3b to 1.4, folds around to original raiser who folds too, I call. BTN can be a bit wider here since he is attacking the other deep player, but even then I don't think he is too wide, he doesn't 3b too wide from what I've seen, maybe top 8-15%.

Flop (3200$): 952r check check.

Turn (3200$): 952r turn Kd, I have J hi diamonds and nut gutter and third pair, SPR is 3. Do you prefer a lead or a check OTT? In the actual hand, I checked the turn, BTN bets 1.8, I check raise pot. Thoughts on line?