I honestly don't know. We wouldn't want to do anything that would get someone kicked out of the country. I know some visa problems can be fixed with varying amounts of hassle and money, whereas others are truly hard, and I don't know which category this falls into.
it does for my potential co-founder. He's been working here for over 6 years with no GC. apparently you can't renew your H1B after X years, only stay with the same company.
Have you consulted a lawyer about this? Sometimes it can be quite surprising to see the solutions lawyers can cook up (with the appropriate fees of course).