2 hands with bad relative position

hand 1
Not many hands on either player. PFR 23/19 over 50h, BTN only 7 hands.
I don't get in this situation much. I see tons of other lines to play this hand and I'm not sure which one is best. It seems like all my lines are just super strong. I'd to hear your thoughts.

PokerStars No-Limit Hold'em, $0.50 BB (5 handed) - Poker-Stars Converter Tool from FlopTurnRiver.com

Hero (BB) ($50)
UTG ($53.70)
MP ($50)
Button ($52.80)
SB ($29.50)

Preflop: Hero is BB with 8, 8
UTG bets $2, 1 fold, Button calls $2, 1 fold, Hero calls $1.50

Flop: ($6.25) Q, 8, 3 (3 players)
Hero checks, UTG bets $4, Button calls $4, Hero calls $4

Turn: ($18.25) 2 (3 players)
Hero checks, UTG checks, Button bets $11, Hero raises to $28, 1 fold, Button calls $17

River: ($74.25) J (2 players)
Hero bets $16 (All-In), Button calls $16

hand 2
UTG is a nit, 2nd caller is some overly loose 39/22/ guy over 50 hands.

PokerStars No-Limit Hold'em, $0.50 BB (6 handed) - Poker-Stars Converter Tool from FlopTurnRiver.com

Hero (SB) ($50)
BB ($58.90)
UTG ($70.20)
MP ($130.95)
CO ($19.75)
Button ($15.70)

Preflop: Hero is SB with J, J
UTG bets $1.50, 3 folds, Hero calls $1.25, BB calls $1

Flop: ($4.50) K, 8, 7 (3 players)
Hero bets $3.50

Both of these look ok to me. I might just c/shove the turn with your set to maybe make it look drawier because as played there's so little money left for your river shove.

hand 2 i think the BB can call with worse and you can confidently fold to an UTG raise.

Hand 1 - I see why you think this feels awkward, buttons bet sizing on the turn makes a shove look a little big. I think a shove is still ok though, c/c flop and c/r turn looks pretty strong anyway. So either way is fine because we need to get more money in.

Hand 2 - I wasn't sure about this at first glance but I like it for the reasons Ravageur stated, we force UTG to play face up, we force BB to call with his worse hands/draws and prevent either of them from checking through and drawing out for free.

Originally Posted by Ravageur

Both of these look ok to me. I might just c/shove the turn with your set to maybe make it look drawier because as played there's so little money left for your river shove.

hand 2 i think the BB can call with worse and you can confidently fold to an UTG raise.

I like this. c/shoving the turn looks more like something JT, T9 that picked up the FD.