boring huge draw 2/4 HU hand

[soah]

Playing a guy who seems to think he is a HU specialist. He has left the table whenever it gets past three-handed. This is about the third time during this session that we've ended up playing together (at three different tables, I think). Most of the time he has been buying/rebuying for $100 at a time. Early on he took a decent pot from me when I picked a dumb spot to fire several barrels with no pair/no draw (I was tilting). That table filled soon thereafter and he left and many hours passed before we played together again.

He has been playing, IMO, overaggressive, and I've started conceeding a fair number of small pots to him because he is unbluffable. So other than the early tilt hand, I've won basically all of the larger pots we've played. On one hand he called the river with KK (after checking behind on the turn) when the flop had included an ace, and the middle board card paired itself on the river. On another hand he called a river checkraise with TPNK after quite a bit of flop/turn action.

So after going bust at some point he reloaded to a full stack, but lost part of it to me. We get dealt cards, he raises to $10 which means he has two cards, and I reraise to $30 with A [img]/images/graemlins/club.gif[/img] Q [img]/images/graemlins/club.gif[/img]. I've made this reraise several times so far and he's folded each time. This time he calls. Flop is J [img]/images/graemlins/club.gif[/img] T [img]/images/graemlins/diamond.gif[/img] 9 [img]/images/graemlins/club.gif[/img]. I bet $40 and he calls. Turn is something tiny and irrelevent. I pause a while and examine my options. Pot size is $140 and he has around $260 left. I check. He bets $45 and I raise all-in.

Is this a dumb move against a player that loves to look me up? It's worth noting though that no other pots we've played have been near this size at all.