That said, if you don't do it, you'll always ask yourself "what if?" in the future. Working for a startup is way more rewarding than 99% of the typical corporate career crap. This would be a big thing for me. Example: Big Company Boss gives you $1m to increase sales by 5% in an advertising campaign. You achieve 4% and get yelled at. Start Up Boss gives you $20,000 to increase sales by 50%. You acheive 200% (because they only made 15 sales per month) and you feel very smug.