Hi TS big bro,
I'm not eligible to buy house yet. And i'm currently out of job. You still have job. You can take the time to study diploma or degree and upgrade yourself. If you already have degree, then find other job if your current job pay is not good.
I also single. Just keep trying online or what not matchmaking service or dating apps? I have no clue either.
Singapore market too small you can go out of Singapore to find other girls.
Go overseas to work since you single, meet more girls out there while working. You can thank me later once you tie the knot
In mean time when you are upgrading you can continue go find freelance or massage.