Given he gets warped back in time and he looses all awareness of his situation, he will probably do it again (there is no "can" because he didn't do it in the future, yet). If he's warped back in time with his knowledge right now, he cannot possibly relive his same life because his state will not be the same as it was back then.
Which brings me to my question and remark: what exactly is the point of this question other than pg-backpatting?