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SB: $95.26 (190.5 bb)

BB: $60.92 (121.8 bb)

UTG: $33.73 (67.5 bb)

MP: $18.46 (36.9 bb)

CO: $20.25 (40.5 bb)

BTN: $75.28 (150.6 bb)

Preflop: 

3 folds, BTN raises to $1, SB raises to $3.50, BB folds, BTN calls $2.50

Flop: ($7.50) Ad 8d 8s (2 players)

SB bets $4.50, BTN calls $4.50

Turn: ($16.50) Js (2 players)

SB bets $11.55, BTN raises to $28.50, SB folds

Results: $39.60 pot ($1.98 rake)

Final Board: Ad 8d 8s Js 

SB mucked and lost (-$19.55 net)

BTN mucked 7h Ah and won $37.62 ($18.07 net)

1.  What do you think SB should be double-barreling?

2.  What do you think BT should be raising on the turn?

I'll start with an answer for 1:

Assumptions

SB - 3betting range

77+, A2s+, K8s+, QTs+, JTs, T9s, 98s, A9o+, KJo+

SB - double-barreling range

AhAs, AhAc, AsAc, AhKd, AhKs, AhKc, AsKd, AsKh, AsKc, AcKd, AcKh, AcKs, AhQd, AhQs, AhQc, AsQd, AsQh, AsQc, AcQd, AcQh, AcQs, AhJd, AhJc, AsJd, AsJh, AsJc, AcJd, AcJh, AhTd, AhTs, AhTc, AsTd, AsTh, AsTc, AcTd, AcTh, AcTs, AhKh, AsKs, AcKc, AhQh, AsQs, AcQc, KdQd, KsQs, AhJh, AcJc, KdJd, QdJd, AhTh, AsTs, AcTc, KdTd, KsTs, QdTd, JdTd, Ah9h, As9s, Ac9c, Kd9d, Ks9s, Td9d, 9h8h, 9c8c, 8h8c, As7s, As6s, As5s, As4s, As3s, As2s

That is:

- raw 2pair >= A9 (57 combos)

- trips = 98s (2 combos)

- full house >= A8s (5 combos)

- 4 of a kind = 88 (1 combo)

- nutflush draw + 2pair >= A2s (10 combos)

- 2x flush draw >= T9s (11 combos)

The above is a bit wide and assumes some suited broadways are cbetting flop and others aren't - the ones that did also picked up backdoor flushdraws - also that most Aces are betting the flop which they may not be.

So that's what may be a standard double barrel range - now on to number 2 - what should BT be raising?