[hbt]

Read the book "the new business road test". It oulines a checklist of things prior to considering a business. You can apply a lot of it to new software project (e.g conducting marketing research for similar projects).

When it comes to software development and adding features, adapt an investor mindset. Ask yourself what is the return on investment (ROI) of implementing that feature? What are the risks? How can you hedge your bets? etc.

I remember reading a book "software by the numbers" which I think covered that. https://books.google.ca/books?id=tW14FDkNYv4C&dq=software+by...

The last thing you should do though is "push blindly" and not "overthink". Analysis prior to acting is a good thing and the anxiety you feel is because you're uncertain about your the future. You cannot predict the future because you don't have any research.

It doesn't mean you should wait for certainty. Nothing is deterministic. But you should always operate on your best guess; after having done your homework to investigate all known unknowns and minimize risks.