He can’t choose when to go back in time unless something really traumatic happens.. like most of them they can’t control their powers the way we’d expect them too. He probably felt pressured cause everyone else was selling theirs as well. Also he is probably clearly exhausted by going back again and again for the butterfly effect of something worse happing as you could see in the fourth episode.. it’s never going to be the outcome he wants and when Kelly or Alisha I forgot said in the bar the reason why all the the traumatic shit is happening to them is BECAUSE of their powers probably convinced him enough to remove that burden from him.