Villain was pretty loose and passive. Never 3betting and cold calling 2bets about 32% of the time. So when he raises me on the River on a paired board....that's a big red flag right?

Still, after the fact I plugged in a conservative 20% calling range with Flopzilla and I still have 95% equity in this hand.

PokerStars - $0.05 NL (6 max) - Holdem - 6 players
Hand converted by PokerTracker 4

SB: 113 BB (VPIP: 23.30, PFR: 16.50, 3Bet Preflop: 0.00, Hands: 104)
BB: 90.4 BB (VPIP: 31.82, PFR: 6.82, 3Bet Preflop: 0.00, Hands: 46)
UTG: 109.8 BB (VPIP: 17.14, PFR: 14.29, 3Bet Preflop: 12.50, Hands: 108)
MP: 165 BB (VPIP: 21.31, PFR: 21.31, 3Bet Preflop: 11.11, Hands: 61)
Hero (CO): 332.8 BB
BTN: 99.2 BB (VPIP: 19.15, PFR: 19.15, 3Bet Preflop: 10.00, Hands: 48)

SB posts SB 0.4 BB, BB posts BB 1 BB

Pre Flop: (pot: 1.4 BB) Hero has A 8

fold, fold, Hero raises to 2.6 BB, fold, fold, BB calls 1.6 BB

Flop: (5.6 BB, 2 players) Q 4 9
BB checks, Hero bets 3.4 BB, BB calls 3.4 BB

Turn: (12.4 BB, 2 players) 2
BB checks, Hero bets 5.8 BB, BB calls 5.8 BB

River: (24 BB, 2 players) 4
BB checks, Hero bets 15.8 BB, BB raises to 60 BB, [color=red]Hero?

He's only got like another 15BB behind, and we're never folding, so may as well get the rest in here. He sounds bad enough to show up with a worse flush or even a naked 4 some percentage of the time.

That said, I think your turn bet sizing is a huge mistake and should be much closer to pot. 10BB at least.

Yes I think this is a substantial leak of mine. I often bet small in these situations to induce a call, but I could probably get away with a much bigger bet here. Thanks

lol what? How does second part logically follow from the first?
More OTT, call river.

bet bigger turn, and then you are just calling a shove on the river.

I mean, if you want to selectively quote the first sentence and not the second from my post

I give my reasoning for why I think we should shove immediately after this