Interesting take on the "Loop" theme! Nice minigame ideas, it feels like a very believable scenario that could happen to anyone. The music and art are very comfy and I think they fit very well with the game. My only complaint would be that there's nothing to guide the player, maybe some text could help (tutorial or just the lil guy thoughts), but it's a game jam so it's understandable that you focused on the most important parts.
A bit painful to see the lil guy being sad though, hope he gets better in some way.