This is a very interesting question, no less from a 19^W20 year old. Honestly, most Ask HN are dull. Normally, (90%ile) investors get paid back and founders do

This is a very interesting question, no less from a 19^W20 year old. Honestly, most Ask HN are dull. Normally, (90%ile) investors get paid back and founders do not (founders own common stock). In this case, Jim owns 92.3% of the preferred stock. Additionally, he paid for a developer out of pocket, not with corporate funds. Without insulting you, trust me, whatever your idea was it's not going to unicorn status. You are going to fall into the 90%ile. You must already know that -- you're leaving of your own accord. I would suggest that you propose reducing your equity stake immediately to 3.85%, based on your preferred stock ownership minus 50% to reflect Jim's personal payment for iOS work. Hours spent != effort and effort != stake. If that were true, founders would make kagillions and investors would make pennies. Get over the idea that your efforts justify reward ... it's a lottery not a skills test. Given Jim's so-far absolutist position, I would further explain how you can make his life hell by making him and the company look bad on social media, directly to investors, etc. (Pls ignore the fact whether you would or not -- you are negotiating here.) 3.85% is perfectly reasonable on both sides so this should be a good offer.