im quite new to poker and need to know if this is a crazy move, put it through fold equity calculator and only needed a fold 11% of time to break even, had equity in the hand, thought he'd fold JJ,AQo,AJs,TT, and had decent fold equity.

you just make more money calling playing ip with a reasonable spr and you can exercise your option to see a river for cheap a good amount of times
if you jam it's not going to be -ev obv but clearly worse than calling so a mistake by definition

Oof. Just call flop. Raising is fine once in a while, but no need to ship it, make it something like $5-6. This result clearly shows why you shouldn't go bonkers with this hand.

What are you balancing this shove with ? Sets and 2 pair ? I think those would also like a smaller raise.

This play is probably not as bad vs nitty 18/12 regs who herofold a lot in these spots.

Yeah this is why you don't generally raise on a flop that is great for 3 bettor.

+1

There was a JL video where he talks about it, and says something like don't play specific hands the same way every time.

So in OP's case, like you said, he doesn't have any sort of range advantage. So he kind of has to play his draws a little more passively.

Yeah. If this board had been 954ssx, i'm all for the raise.

good play by villain too, he totally disregard that you may have a good hand here and get all money in on flop.

yeah thanks for the comments, my fold equity calculator says that if i push here i only need 11% folds to break even, if this is the case surely im getting that or is my thought process totally wrong here, does it just look too bluffy?

If i were villain then i see only 2 value hands: 99 and 44, you may not even have k9 in range, and even if you do its just 2 suited combos and i dont think you raise sets here especially IP, rest are draws, and a8s, unblocks a lot of them, like jt,qt,q9,qt,67,56, and same better heart combos you may raise, it's not about looking bluffy, just villain hand reading. BTW, its one of my leaks and quite common leak in general: raising too many bad draws ip when you dont have enaugh strong hand you would play like this, and nobody folds NFD and overpairs/tptk hands

You need villain to fold less often because it's a semi-bluff (a bluff that still has decent equity) : you're entitled to 100% of a small pot when they fold, and then to whatever% of a bigger pot when they call. Practically, your flush draw will absorb part of your loss (because it's a loss) when villain calls your bluff, so you don't need them to fold (thus winning 100% of the small pot) that often in order to break even.

The thing is that shoving whenever you get a draw triggers a reaction from villain (calling lighter) that you don't desire. Generally speaking, when you bluff, you want villain to fold as often as possible. Being entitled to ~25%-30% of a 200bb pot is not the best part of bluffing.

Can you run that calculation by me please?