I think if your portfolio is solid you will get some interviews. The rest is somewhat dependent on your interview skills and how you can convey your strengths to the interviewer. Realistically, if you can show you are a good or very good designer, and you can say in addition to that you can add all of this other experience to your professional knowledge of working in finance and running your own business, then I think the right employer would see you as an asset. I wouldn’t apply for internships, but maybe junior to mid level positions and try to explain from there. A firm like Seymour Powell or a corporation might look favorably on your background. I think a smaller firm or smaller company would probably be less open to it.