Sramana Mitra: What did you learn about the target customer segment? You said you started catering to tech startups. Where was the business coming from as you grew? What were you learning about customer acquisition? Isaac Oates: There are some really big things that we learned. One is that it’s really hard to control when
Sramana Mitra: Who were you dialing? What was the process of targeting and positioning? Isaac Oates: I always think about what I would do differently, I would say that we probably brought on a sales team a little bit later than we could have. We had a website and people could come in and sign
Sramana Mitra: How did you get the company off the ground? Isaac Oates: I got a lot of help initially. It was pretty easy and there was a lot of luck involved. When I was at Etsy, one of the members of their Board was an investor. I know Danny who’s on Etsy’s Board. I told
Sramana Mitra: How long did you have to stay at Etsy? Isaac Oates: I was there for three years. It was pretty crazy actually. While I was there, I kept thinking about my time at Adtuitive. There were three founders and I was the one doing all of the paperwork, payroll, and insurance. I spent
If you haven’t already, please study our Bootstrapping Course and Investor Introductions page. Justworks is a fast-growth VC-funded startup in New York in the Human Capital Management space, catering to small businesses. Sramana Mitra: Let’s start at the very beginning of your personal journey. Where are you from? Where were you born, raised, and in what kind of background?