So I got the ending where they got worse house lol. I did "do nothing" quite a few to see what happens if you over 100% stress. Nothing, he just get sick and you got worse financialy.
I tried again with the same save and cheated some money so I can focus on zeroing the stress. I got the ending where John is doing alright. They moved to smaller house but still quite content.
I wonder, is there's a success ending? It's probably there. Gonna try once more.
EDIT :
There is. So there's 3 ending : 1. John failed 2. John somewhat success 3. John have a great success.
Overall, a sweet game. 4/5, could be full star if it was longer and explore their relationship and past like a proper VN.