I don't overbet often. And experimenting with overbets with the essential nuts is easier. In any case...
In two previous hands with villain, he has shown himself to be the utmost station that exists. Hero lost a lot in absolute, but the actual minimum possible in each situation. (Maybe $700 total in last orbit to villain specifically).
On to the Hand:
Villain calls Utg2. Mp2 calls. Hero raises to $35 otb w/ A♣ K♥. Only villain calls.
$75. Flop K♦ J♥ 8♣. V checks. Hero bets $35. V calls.
$145. Turn 5♣. V checks. Hero bets $70. V calls.
$285. River K♥. V checks. Hero bets $350.