[annirun]

I feel like I wouldn't be able to find good contracts but it might be imposter syndrome?

MSFT employee, most of what I need saved up but could use a bit more. I'd love to quit and just do some seasonal work but I imagine competition for the contracts you're talking about is pretty stiff and I don't have a huge professional network

[tstrimple]

You're in a fantastic company for networking, and Microsoft is a great partner for many small dev shops. Being a more niche Microsoft partner might be a good differentiator based on the Microsoft name on your resume.