Ben Orenstein of Tuple

Today, I’m talking with , a co-founder of , the best remote pair-programming app on macOS, and co-host of . Ben was a developer at thoughtbot but left to start Tuple to fill the gap in the remote pair-programming market after Slack shut down Screenhero. They launched just two years ago and in that time have grown to a place where the 3 co-founders have all replaced their developer salaries and are able to build out their team. They’ve done all of this while remaining bootstrapped and profitable and their growth is accelerating from here. In our chat, we dig into Ben’s evolving role as CEO and focus on two crucial topics: how he developed his enterprise sales skills, landing huge clients like Shopify, and how he’s navigating the challenges of hiring. I was introduced to Ben by a previous guest of the show, , and I’m glad he connected us because we had a great conversation that you won’t want to miss.