overcards + flush draw with weird stack sizes
 

Villain is 23/19/5.6 over 120 hands. No other reads. What do you do here? Should I shove or is a shove too big a raise? I should have bet closer to the size of the pot.

PokerStars No-Limit Hold'em, $2 BB (6 handed) Poker Stars Converter Tool from FlopTurnRiver.com (Format: 2+2 Forums)

MP ($194)
CO ($570.50)
Button ($249)
SB ($199.55)
BB ($235.75)
Hero ($263.25)

Preflop: Hero is UTG with T[img]/images/graemlins/diamond.gif[/img], Q[img]/images/graemlins/diamond.gif[/img].
<font color="#CC3333">Hero raises to $8</font>, <font color="#666666">2 folds</font>, Button calls $8, <font color="#666666">2 folds</font>.

Flop: ($19) 5[img]/images/graemlins/diamond.gif[/img], 3[img]/images/graemlins/diamond.gif[/img], 4[img]/images/graemlins/spade.gif[/img] <font color="#0000FF">(2 players)</font>
<font color="#CC3333">Hero bets $14</font>, <font color="#CC3333">Button raises to $42</font>, Hero ???

Re: overcards + flush draw with weird stack sizes
 

Shoving is way too much, raise him almost all in but not quite (raise it to around 140-150), it looks a lot scarier and you have odds to push any turn. Your flop bet is fine, you don't want to make big cbets on these kind of flops.