Turn semi-bluff turns into river bluff shove (NL$100)

[DoctorHandles]

Villain is regularish over 60 or so hands, we've both kinda stayed out of each other's way for the most part. I've 3-bet and called in position a few times, but I'd say more towards the standard amount than giving him an unreasonable amount of crap.

PokerStars No-Limit Hold'em, $1.00 BB (6 handed) Converter Tool from (Format: Bet The Pot)

SB ($97.50)
Hero ($100)
UTG ($131.35)
MP ($118.60)
CO ($95)
Button ($120.80)

Preflop: Hero is BB with , .
4 folds, SB raises to $3, Hero calls $2.

Flop: ($6) , , (2 players)
SB bets $4, Hero calls $4.

Turn: ($14) (2 players)
SB bets $10, Hero raises to $30, SB calls $20.

River: ($76) (2 players)
SB checks, Hero bets $64 (All-In)

Is raising the flop better here, or do we like a float? I planned on raising a lot of turns (hearts, 4/5/7/8/9) and betting any turn he checked to me. I'm curious to thoughts about the river raise and the turn shove.

This feels like a naked ace to me here, as I think almost any two pair shoves the turn before an 8, 9, or spade can river.

Also yeah please lmk whether or not you like a float or a raise on the flop here. I like a call on a AT6r, but a raise on a twotone AT6 and I'm just checking if I'm getting this floating/raising thing down.

[shamdonk]

[DoctorHandles]

[shamdonk]

[RedBarracuda]

[DoctorHandles]

[shamdonk]

[black_knight6]

[DoctorHandles]

[phytopath]

[black_knight6]

[Zuccala]

[black_knight6]

[Smece]

[DoctorHandles]

Alright here's the real hand (sorry guys I iceman3d you)

PokerStars No-Limit Hold'em, $1.00 BB (6 handed) Converter Tool from (Format: Bet The Pot)

SB ($97.50)
Hero ($100)
UTG ($131.35)
MP ($118.60)
CO ($95)
Button ($120.80)

Preflop: Hero is BB with , .
4 folds, SB raises to $3, Hero calls $2.

Flop: ($6) , , (2 players)
SB bets $4, Hero raises to $14, SB calls $10.

Turn: ($34) (2 players)
SB checks, Hero bets $19, SB calls $19.

River: ($72) (2 players)
SB checks, Hero bets $64 (All-In), SB folds.

Final Pot: $72

I played this hand with my coach, I told him I wanted to raise the flop and he said go for it. Looking back I'm not sure flatting the flop with the intention to raise a lot of turns isn't better, that line looks so strong and I agree with Shamdonk the flop raise looks FOS (though disagree with how often they'll actually know that and do something about it).

I just don't see my value shoves getting called as much as I'd like, so I'm trying to get a feel for triple barreling before I go ape. That said this river shove is entirely different from the original hand I posted.

What do you guys think of the turn bet? My coach prefers double barrels much smaller than mine, I think $23 or so is ideal here.