Should I have pushed here to try to push him off of his hand. I bet around the size of the pot, which put him all-in..would a bigger bet gotten him to fold?

Poker Room skin
No Limit Holdem Ring game
Blinds: $0.25/$0.50
8 players


Stack sizes:
UTG: $41.75
UTG+1: $45.35
MP1: $49
MP2: $55.55
CO: $22.75
Button: $26.45
Hero: $49.50
BB: $87.90

Pre-flop: (8 players) Hero is SB with
5 folds, Button calls, Hero raises to $3, BB calls, Button calls.

Flop: ($9, 3 players)
Hero bets $8, BB folds, Button calls.

Turn: ($25, 2 players)
Hero bets $20, Button calls all-in $15.2.
Uncalled bets: $4.8 returned to Hero.

River: ($25, 1 player + 1 all-in - Main pot: $25)


Results:
Final pot: $25
Hero bet 31.25 collected 4.80 net -26.45 shows Ah Ac
Button bet 26.45 collected 55.15 net 28.70 shows 6d 7d

He's a half stack you played it fine. Can't win them all, he wasn't folding at any point.

Cool. Thanks!

If he's drawing, you don't necessarily want to push him off his hand - you just want to give him incorrect odds to chase his draw, and your bets on the flop and turn did exactly that.

I'd play it pretty much the same way.