I'm just not sure what to do here, it seems really hard to get value from him with what i did. Should i use alternate raise sizing on the flop, or maybe lead?
PokerStars No-Limit Hold'em, $50 BB (6 handed) Poker-Stars Converter Tool from FlopTurnRiver.com (Format: FlopTurnRiver)

UTG ($3605.50)
MP ($8292)
CO ($5800)
Button ($14887.50)
SB ($4237)
Hero ($5422)

Preflop: Hero is BB with 7, 7.
2 folds, CO raises to $150, 2 folds, Hero calls $100.

Flop: ($325) 7, 5, 8 (2 players)
Hero checks, CO bets $250, Hero raises to $850, CO calls $600.

Turn: ($2025) Q (2 players)

Final Pot: $2025