[patio11]

You want to take investment, you want to invoice a megacorps, you want to employ someone, you operate in a business with substantial risk, or you are told to by your lawyer or accountant.

Five years later I'm still a sole proprietorship with a DBA. Aside from making certain declarations to Immigration excessively complicated, there's no major downside to it for me. (You can put pretty much whatever you please on a business card.)

[aebit]

Thank you for the personal perspective. I make the assumption that by sole proprietor you have it structured as an LLC? This seems by my research to be the best general way to create a simple business entity.