No HUD stats worth anything as I'm only 5 mins into session and haven't played this level recently.
As a general theme pretty much everyone has seemed loose/passive so far.

Double suited with some straight potential although not keen on the 5.
Obviously UTG raiser should be stronger than my hand, although I think my hand has enough potential so raising to isolate and would fold to a decent sized four-bet.

Should I even be bothering with this hand here and if so is raise ok?

As he didn't re-raise me preflop and checked flop I'm not really giving him credit for AA. If he had a single Ace I don't think he would give me credit for having AA, plus as he is UTG his with one pair his kicker would be probably be strong. I would imagine he would lead out here in those cases on this dry board to prevent me from improving with a check behind.

When he checks I figure he's either weak or going for the check/raise. I've got some backdoor potential but only a 7 can improve me on the turn. I'm thinking best to rep a strong hand here with a significant bet, although I don't want to make it too big mainly because I wouldn't bet too big on this board with a strong hand.

OK or should I have just taken the free card? Is bet size of 60-odd% ok?

His check here has confused me a bit, I'm assuming he has a single Ace now, as there's very little else I can see him just calling with. Maybe something like KK66 or QQ88, but I think he would have been more aggressive if he hit that hard.

The Jh has both helped and hindered me. I don't really want to see the flush come in and have him bet into me. At the same time it has given me some straight outs and I could still be in good shape if I catch two pair or the flush hits.

I opt to barrel him again here to try and get him off a one pair hand. I think that if I check now, while I can improve on the river there are a lot of cards that can fall and put me in a tough spot if he leads out.

Bet or check behind?

I'm pretty sure I'm good here although I think its pretty clear he's not folding a stronger flush and there's not much he can check/call with if I'm ahead.