He's a tricky regular from the notes I had on him ages ago. Decent tag,
- Forgot to reload to 100bb
- I lead flop hoping he would raise
- Never seen him take this line before
- I realized I should probably bet like 16 on river.

MP ($56.55)
CO ($105.30)
Button ($58.55)
Hero ($88.90)
BB ($142.50)
UTG ($109.40)

Preflop: Hero is SB with , .
1 fold, MP calls $1, CO raises to $4, 1 fold, Hero calls $3.50, 1 fold, MP folds.

Flop: ($10) , , (2 players)
Hero bets $4, CO calls $4.

Turn: ($18) (2 players)
Hero checks, CO checks.

River: ($18) (2 players)
Hero bets $12, CO raises to $24.

Edit: It wasnt a cr

No, he doesn't agree with it (i'm assuming) is because it gives great odds to any face card to call and draw for the straight and it doesn't build a pot at all.

Basically if you're betting less than half pot you're probably doing something wrong.

Well consoidering this is 6max (i dont play it) I am gonna say 3-betting PF should be ok. Now first things first, why do you have only $89???? You should have $100 at all times it only makes sense.

Now as for the flop, lead for like 3/4 pot. I am hoping to get raised so we can get this ALL-IN.

As played you have to poooosh on the river. He could have so much yo are ahead of its not funny!

Leading $4 looking for him to raise would be fine if the flop was AJ4 or J73 or whatever...but not with 3 broadway cards out there.

Yup, he's too worried about the straight or a variety of hands...he's not raising with much if anything...