Very interesting concept!
The visuals are also super reminiscent of old NES/DOS games. I really liked it and it was nostalgic. I would have preferred a bit bigger choices bar. The screen resolution was cutting edges in windowed but I F11'd into fullscreen and it worked perfectly.
The progression is ultra slow though, I think there could be more options for earning money or have the chores "chain" so they give you progressively more money. The inventory could also be reorganized a bit.
Loved the writing and the squishmallows names, very creative (unsure if they are the real life names or not, I only found out about them being a thing due to this gama haha)
Fun ideas, could use a bit more polish, progress is a bit too slow to fully engage me. Thank you for submitting! (and go buy more squishmallows :p )