Agreed. Really inspiring story. I'm not as far along on my entrepreneurial dreams as the CEO but as a freelancer, I'd be interested in working at a firm with a similar set up as Gumroad. I'm very much a mercenary and I find it's hard to be honest about this while still maintaining a good working relationship with colleagues.
Even if sarcastic, it really is an amazing model and the execution was great. Vincent Woo of Coderpad had this exact question, why not raise a seed or series A round, then never raise again? There's no legal reason stopping you from doing so, given you still own the majority of the company. It's just frowned upon.
