Ask HN: How to buy Vested stock when leaving start up?

Are you asking how to get a loan to exercise privately held corporate stock?

Read this:

http://blog.eladgil.com/2014/01/how-to-sell-secondary-stock....

One possibility, let's say you have $10,000 of equity which will cost you $5,000. perhaps there's a way to negotiate with the company so that you buy your equity for $5,000 and then you sell $5,000 of equity back to the company, maybe at a discount to the current price. This way you haven't put in any cash and the company is giving up less equity than if you excercised.

In most cases if you can't afford to buy the stock you really shouldn't. In many cases when you can afford it you still shouldn't.

Would you take out a loan to day trade? Startup stock isn't much different in terms of volatility and outcomes.

The mechanics of how do you send them money? Or how you get the $ to pay them (and the IRS, potentially).