I feel like checkpoints would kind of ruin the game. I think what makes this great is that you have to take the time to learn the entire map for your sun run. it is far too easy to just find one mask, the challenge is combining all the mask runs into one big one. To do that you have to plan out your path and learn the intricate details of the map, and that is where the sense of achievement comes from. If you ever do add checkpoints, please just make sure they are optional.
Viewing post in Sun Runner: The Four Ancient Masks of Sun Land jam comments
Oh yeah for sure, if this was a full game then you'd want people to replay it to gain that mastery, but for a jam game it's going to be hard to convince people to spend that long, especially when they have a hundred or more other games.
Usually it's a good idea to let players experience the whole game in about 5 minutes, with maybe more to do if they end up really loving it.
But also there is no mandate to make a game that works especially well in a jam setting! it's just as valid to make something more like a full game, the only drawback being that most the people rating it won't see all of it.