It was *very* hard for me to leave Apple. I loved my job and the company. Working at Apple was a dream come true. But then I had another dream: I wanted to make sharing online easier and safer. This idea kept me up at night, and eventually drove me to work nights and weekends to make it happen. I have two pieces of advice: first of all, working for an established company before starting your own company is a great idea. I learned a ton at Apple about how to develop and ship products. That experience still helps me every day at Posterous. Second, don’t start a company just for the sake of starting one. Wait until you have an idea that you believe in so much, that the decision to quit your job is simple.
What is the greatest technical challenge that Posterous has faced? How did you overcome that?
The greatest challenge is building a strong team. Hiring is hard. You want to get only the best engineers, and also maintain the culture of the company as you go. We’ve been very selective in our hiring. We’ve hired slower than more companies to make sure we only get the best. And we’ve let people go who didn’t work out. That’s not easy to do, but it’s the right thing for the company. The first few hires set the tone for everyone, so it’s critical that they are the best.
Posterous has no advertising (at least in the form of generic banner ads), what lead you to that decision? Has it been a good one?