Just ship
A few days after I posted that I need to fail more, I launched Office Free - A db to of employee benefits remote companies offer.
I sent a ton of cold emails, launched to #3 on Product Hunt, and made $2000 net profit from the site already :).
Nothing bad ever comes out of shipping side projects, The lesson is to stop overthinking and just ship, it is such a simple lesson yet so hard to stay consistent at it over long periods of times.
The next step is to rebrand the site and start promoting it more to grow the traffic.