It's a popular fantasy. See "Replay" by Ken Grimwood. Or all those endless movies where someone gets to do high school over again, like "Peggy Sue Got Married". Or even "Groundhog Day". "A Christmas Carol". "It's a Wonderful Life". And on and on.
Palm Springs came out on Hulu this year and continues in that mold.
I do think certain scenarios like Replay or Groundhog Day accord additional advantages because the relived lives stack up, and one’s knowledge, even mastery, accumulate.