Attention! The following quote is a perfect example of incomplete analysis that does not attempt to put an opponent on a range. The point of this thread is to get you away from this type of analysis, and into habitually putting your opponents on ranges and playing accordingly.

Quote Originally Posted by angrystoc
Villain had sat down ~20 hands prior to this. I had been in 1 hand prior, and he folded the turn where I bet pot with TPTK after calling a 3/4 pot raise on the flop. I had also seen him show down in a 50x bb hand with bottom pair. And take 3-4 pots without showing down. Overall, I had him pegged as a little laggy, but wasn't very confident after such a short time.

I'm open to the idea that the turn was butchered. However, I'm not sure specifically what line would be better, or why my line is inferior. Assuming he puts me on a flush draw, betting there folds a lot of the hands I want him to call with. Trying not to look at it from a result oriented standpoint, I guess that a jack or 7 means I'm beat, and another club kills my action further.
Here's a thought that might help clear up your thinking: What portion of your range are flush draws?

Now for the hand, put Villain on a range after his preflop call and after his flop call, and decide the best course of action on the turn against that range. That will clear up your doubts about the turn.

Preflop I'm thinking he limp-called 5x on the Button, so it's still fairly wide but we'll say {22+, A9s+, ATo+, KT+, QT+, and probably any number of SCs} (I don't really know how to get these into PokerStove).

Flop Check/Call so I'm thinking a weaker flush draw, possibly any PP or a Jack, the possibility of set is there, but if we make our draw we're still ok and JJ is a small part of his range, so we have a lot of equity. So we're looking at {22+, QJ+, and SCs}

Turn This is could be a misplay on my part, he looks scared of the flush, and I thought slow playing was the best way to get the money in. However, he checks which makes a flush less likely. My range at this point is looking like this {22+, QJ+, and SCs}

River He thinks his hand is good, but we've got the nut flush so we reraise (this probably should've been a fold/shove). He 3 bets... Hmmm, JJ? Oh well, we're priced in and have a ton of equity against weaker flushes and overpairs.

Well, he showed J7o which didn't enter my ranges at any point. I don't know how differently I would've played the hand, but I do consider it a $1.50 lesson in why you proceed with caution on paired boards when you have a FD.
This is much better, and a step closer to what we're getting at here. I think your mistake is that earlier you talked about how loose he was, but the ranges you put him on here don't reflect that. After the flop, you should know that hands like 99 or T7 or J8 could be in his range because of the 50bb hand you said he played with bottom pair.

To give you an idea on how you could improve on this analysis, let's consider why you bet the flop. First we start with an estimation of his range: Probably any broadway, 22-99 or so, and some random suited and possibly offsuit hands centered around suited connectors, suited 1/2 gappers and offsuit connectors. A lot of this stuff misses the flop completely or makes a one pair hand. There are a few hands that hit trips, and a few weird 7s that hit to make trips. For the most part, his range is pretty weak, and against most 1-pair hands we have about 50% equity (for example, we're 52% against Jd9d on the flop). Against those few weird 7s, we're about 25% (for example, against 9d7d we're 26%), but that's a very small minority of his range. We expect to probably be +EV from the fold equity alone when we bet since most of his range easily misses this flop, and since checking is basically 0 EV in comparison, betting is a pretty easy decision. Villain calls our bet.

Now the turn card comes, we adjust the range that we have for Villain, make an evaluation of each betting option, and then pick the one that we think is best.