PokerStars No-Limit Hold'em, $4 BB (6 handed) Poker Stars Converter Tool from FlopTurnRiver.com (Format: FCP)

Button ($190.30)
Hero ($414.80)
BB ($67.75)
UTG ($252)
MP ($74)
CO ($271.10)

Preflop: Hero is SB with K , A .
1 fold, MP raises to $8, 1 fold, Button calls $8, Hero raises to $80, BB calls $63.75 (All-In), MP folds, Button calls $72.

Flop: ($179.25) 5 , 6 , 7 (3 players, 1 all-in)
Hero checks, Button bets $16, Hero calls $16.

Turn: ($211.25) 5 (3 players, 1 all-in)
Hero checks, Button checks.

River: ($211.25) Q (3 players, 1 all-in)
Hero checks, Button checks.

Final Pot: $267.75

So questions:
1. Overbet PF - Real dumb?
2. Calling on the flop - Standard?
3. How often should I expect to win here?

1 - Raise to $50
2 - If you only raise to 50, then no. As played yes. But I call all min bets on the flop... so.
3 - I would imagine not very often.

Why no flop c-bet?

I bet the flop, and fold to a reraise.

I really think you need to give your opponent a chance to fold at some point.

LOL. Look at the button's stack and tell me how you're going to bet-fold.

Just put the button all in on the flop. He's never folding a hand better than yours, but he might call with a variety of hands you're ahead of.

all in on the flop based on stack sizes

I definitely think I messed the hand up, and stack sizes made things confusing for me. I had a hard time thinking a c-bet strong enough to get button to fold wouldn't commit me, so it was shove or check/call. I was sure I wasn't folding to a less than pot bet on any street but the river, and I figured with stack sizes the button could be planning to check/call down with the pocket pair I assumed he had.

Thinking about it for the last couple hours, I think that a shove on the flop was probably the best move.

Pre-flop is fine.