What We Do

For a large part of our careers, we were "Squarespace Specialists"–freelancers on Squarespace’s directory. Throughout the Specialists community, there was always the desire for more attention to be put towards the platform. In 4 years, there was never enough economic incentive for improvements.

During this same time, we noticed the growing number of users who would reach out to us asking for help with short 15 minute tasks. As freelancers, the overhead of each client made working on these tasks seemingly impossible to take on.

We realized that by working via screenshare, we could actually take on the small-scope tasks others couldn't. And by sychronizing calendars with other top experts, we could provide on-demand availbility collectively.

We created Sixty to help each party get more of what they wanted – for the users, achieving their goals as easily as possible, for the experts, a more lucrative business, and for the platforms, retained users.

Now we’re backed by Y Combinator with the mission of bringing Sixty to every web app's user base.

Who We Are

David Head

Head of Growth

David keeps his head in the clouds. He’s our “big ideas” guy and makes the epic plans for how we’re empowering creative professionals to work with greater efficiency and freedom. Sometimes David’s predictions about the future sound crazy, but more often than not he’s right. We’ve learned to trust his gut. Before Sixty, he started multiple other businesses, most recently a web agency that built over 100 Squarespace websites. He believes in the power of meditation and trains Brazilian Jiu Jitsu.

David received a degree in Entrepreneurship from Belmont University. While there, he won a few business awards and competitions. Most notably, being recognized as one of the top 5 student entrepreneurs in the US by the GSEA.

David’s first business was formed around the cheap wayfarer sunglass fad. People would build their own pairs of glasses to match their favorite sports team, their club’s colors, or their pajamas (like one person who bought 5 pairs).

Alex Tapper

Head of Community

Alex keeps his hands in the dirt. He rallies the community around a common goal: working 1-on-1 with clients to produce the best work together. That means a lot of facetime advocating our mission. He knows that good design changes the way we experience the world and that words matter—a lot. In another life, Alex wrote songs and branded business across Nashville. He believes in the power of routine and does at least 1 handstand every day.

Alex graduated from Vanderbilt University after studying Classical Guitar, English Literature, and a little bit of Computer Science. He was in some B.S. Honors societies, but is more proud to have led the Rugby team to an SEC Championship in a defensive 9-3 victory over Auburn.

Alex’s first business was selling pizza “by the slice” to hungry dorm-mates at boarding school after check-in. It was kind of a monopoly—his customers were literally locked into the building without another option. His secret? The smell of hot pizza drew the crowds, but he made the real margins on cans of soda.

Andrew King

Head of Product

Andrew keeps his eyes on the prize. He connects the dots between our present position and our lofty ideas. That means he’s often knee-deep “in the code” squashing bugs and building new features. Grounded and with extreme attention to detail, Andrew reminds our team of the stiff reality of logic and reason—but thanks to him we’re always up to best practice. Before Sixty, Andrew built interfaces for top-secret consulting projects. A competitive sailor, he believes in the power of tactics and complains regularly about not being out on the water.

Andrew graduated from Vanderbilt University with a degree in Economics and Corporate Strategy. He served in leadership roles in numerous collegiate organizations, so he knows a thing or two about organizing the unorganizable.

Andrew’s first business, Mellodi, is a platform that connects college musicians with local on-campus fanbases. The platform remains active, but Andrew put it on the backburner after realizing that he’d successfully hit the ultimate cross-section of non-paying users: college students and musicians.