The surprisingly complex math behind startup equity and taxes

Taxes for employees at startups are weird and can vastly change the amount you make.  To illustrate why, let’s take a simple example. Suppose we have a group of early employees at a startup, we’ll call them the Unicorn Inc. Mafia.  They’re all fresh out of college and managed to get through it without anyContinue reading “The surprisingly complex math behind startup equity and taxes”

AST Financial: the dumpster fire of a company

As an employee at MongoDB for several years, I had a bunch of shares that MongoDB was holding for me when it went public which I had to get to my brokerage account to actually sell. It turns out that the company can’t just hand you your shares, they have to go through a transferContinue reading “AST Financial: the dumpster fire of a company”

GV

Quick update: I’m now a partner at Google Ventures! I’m still doing engineering (although I would love to hear about it if you know about any cool startups I should check out) and I’m really enjoying being back at Google.

Staying out of trouble on Elastic Beanstalk

Editor’s note: devops always makes me cranky and Domino is in the doggy hospital (he’s okay), so have a rant about Elastic Beanstalk. This is my life: If you’re unfamiliar with Elastic Beanstalk: healthy is green, unhealthy is red, and grey is unreachable. Grey is the worst, because it’s inescapable: you can’t change the configurationContinue reading “Staying out of trouble on Elastic Beanstalk”

The thing about renting an apartment in NYC

There’s a lot of weird stuff about NYC real estate and this post attempts to cover some of the things that I’ve experienced. I’ve spent years renting apartments in NYC, mostly from rather small-time landlords with pre-war, rent stabilized buildings. If you’re looking for luxury rentals in new construction, a lot of this advice probablyContinue reading “The thing about renting an apartment in NYC”

A self-indulgent post for a self-indulgent day

I think how I feel around holidays is a good barometer for how my life is going. For example, last year over the winter vacation, I just wanted to stay there forever and dreaded returning to “real life.” By contrast, year’s winter vacation I had a lot of fun, but I was looking forward toContinue reading “A self-indulgent post for a self-indulgent day”