[medell]

Ask yourself:

Can I go weeks or months without paid work? (risk tolerance as others have mentioned)

Do I want to learn about sales & marketing (the learning never stops btw)? Am I comfortable with self marketing?

Can I hustle and cold call if necessary?

And as another poster mentioned, am I willing to do A/B testing and optimize funnels? Build a social presence?

Do I enjoy the challenge of working on varying types of projects for different companies? Or would I rather stick to a few things?

In my experience you don't need to be good at all of these things to run your own show, just good enough. But I value flexibility and also really enjoy working with and learning from companies in different industries as I'm a generalist, so I chose the consultant path after a few years in corporate. I hope you find what works for you, and don't stress out too much about it, it's easier to switch paths these days! The important thing is to try.