Interview with Jesse Hertzberg(@huss)

Boy has it been a long time. Since I last wrote a post on instantbight.com I have been at camp in New Hampshire. It was my last year there and I had a blast. Got to say being away from technology for a month is amazing. Let's just say they weren't kidding when they said "absence makes the heart grow fonder."  Since I got home I started work on an app which hopefully, I can share with you soon.

Here is an interview with Jesse Hertzberg the COO at Squarespace. Squarespace is the company that allows instantbight to function on a day to day basis. Here are my five questions with this awesome guy.

How/why/when did you start working at Squarespace?

I joined Squarespace in September 2010. I had been serving in a similar role at Etsy, who happens to share the same investors at Squarespace. I'm here for two reasons. First, the product. When I saw Squarespace 6 in the summer of 2010, two years before its release, I was just blown away. I had never seen anything like that in the browser before. Second, the founder. This is my fifth startup and I've worked with a lot of founders. Anthony is the most self-aware founder I know. He's a quick study and appreciates my direct and honest (often blunt) communication style. Not everyone has.

What does your workspace look like?

It's a mess. There are two dozen books I haven't read strewn around my desk and windowsill, several bottles of water, two bottles of whiskey, a tie (god knows why), a photo of my wife, and a lot of papers... the bulk of which are resumes since I'm constantly in recruiting mode.

What's your favorite food?

My favorite cuisine is Korean. My favorite food is gefilte fish (call me crazy), but I won't tell you which bubbe makes the better one.

What is it like working at Squarespace?

Fun, intense, and balanced. Folks here come to work, so we have normal lengthed but highly productive days. There's lots of after hours socialization. We hire for super nice and super smart. You have to have an amazing team if you are gonna spend 10 hours a day together. Every voice in the company is equal so our rules are simple: if you are at a meeting, talk...if you aren't talking, leave the meeting and go work on what you wanna work on. In either case, have as few meetings as possible! We hire smart people to put their opinions on the table and help us get to the next great thing faster. Hopefully we learn and improve at an ever increasing pace.

What can we expect from you and Squarespace in the future?

Here at Squarespace we don't talk about the future. All I can say is that our pipeline of product blows my mind, just like it did in 2010.

 

David Silverman