Sublime

If you wanted to make an investment you could be one of its Associates or Young Leaders.

I became an advisor to a handful of startups including Wealthfront. I joined the boards of ThisNext, Savings.com, and Dyn.com. I advised a total of six startups, with the typical commitment being two years of service.

For angels, secondary shares are a wise way to “dollar cost average” your returns. If you have a chance to sell 25 percent of your position once or twice before the IPO, it would be wise to do so because we’ve all seen companies worth billions go to zero many, many, many times.

When someone tells me they have a founder they want to introduce me to but they’re worried because the person is a wild card, I set that meeting up for the next day. Angel investors are looking for wild cards, because the best founders are typically inflexible and unmanageable, pursuing their visions at the expense of other people’s feelings.