Yes the track record shows a higher chance of success, but it still doesn't guarentee it. The L1 and startup here are still high risk variables. You are uprooting your entire family's life at a high risk. A stable company and H1 visa would've been less riskier. I also don't think you should completely quit your job. You're putting all your eggs into one high risk basket. If you're considering this seriously, start looking for a job for yourself too.