The Perfectionist.

Tripp, a perfectionist, has a device that allows him to time travel back to any decision he regrets, trial running every outcome until he has the perfect lived experience. However as his reboots become more frequent, he must confront the fact that perhaps the perfect life can only be achieved through failures... To make matters worse, his hijinks have caused a problem he can't recuperate as time and space begin to unravel around him.