Another approach to facilitating retaliation
An alternative way to facilitate retaliation would be to allow "camp at the door" -- you create a job that leaves you doing nothing (no health recovery, no energy recovery) from the moment you specify it until canceled, or until the wanted man in your hotel wakes up at which point you duel him.
To "camp at the door" you have to be in your town, and the wanted man has to be sleeping in your town's hotel. To begin camping you can't have any other jobs queued, and while you are camping, you can't add any other jobs. If you aren't around to queue a job after the duel, too bad, you'll be idle -- that's the price of camping at the door.
A side benefit could be forcing the dueler to contemplate paying for a more expensive room so that he'll be better recovered to take on the retaliatory strike(s).
To counterbalance this you might create an additional "job" for duelers -- "sneak away". The dueler gets to choose whether to equip himself for any retaliatory strikes, or to try to sneak away (hiding*2/horseback-riding/reflexes/vigor) to have a chance of slipping out the back and avoiding the strikes entirely.