Inspired with Alexa von Tobel

At 15, Dylan Diamond built an app to help his high school classmates manage their schedules. The simple tool was an instant hit, with over 90% of the campus using the app daily. Fast-forward to college: Dylan met Max, and the two decided to go all-in on Saturn. They are working to build community around the calendar in high schools, with a big vision fueling them: to own the time layer of the internet. Dylan and Max share why retention is social, how living together has given them an "always on" founder mindset, and what they learned from their early work experience at Tesla and Havas.

What if you could discover what diseases you're genetically predisposed for? That's the problem Othman Laraki set out to solve at Color, with a tech-forward approach to genomics. Since launching in 2013, Color's aim has expanded to building public health infrastructure (making it no surprise that Color is one of San Francisco's biggest Covid-19 test providers). With degrees from Stanford and MIT and tech experience from Twitter and Google, Othman is bringing an outsider's view to healthtech. Othman shares why entrepreneurship requires a level of irrationality, why a minimalistic UI is critical in healthcare, and how he defines Color's customers.

When Brynne moved to Bogota, Colombia after graduating from Harvard Business School, she quickly realized that there was no tech solution for finding a home. In 2019, she teamed up with co-founder Sebastian Noguera to tackle the $10 trillion Spanish Latin American real estate market with the launch of Habi. In just the past year, Brynne and Sebastian have positioned Habi as Colombia's largest homebuyer, scaled their team to 50 employees, and built a game-changing dataset for the Colombian real estate market. Brynne shares why choosing a cofounder is like getting married, what makes the Bogota tech scene so special, and the importance of holding strong views weakly.

Trying to get a diagnosis for a myriad of symptoms she was experiencing, Julia Cheek ended up spending thousands of dollars on lab testing bills for results she never even saw. Julia saw an opportunity to transform the 25 billion dollar lab testing industry, so in 2015, she founded Everlywell. With 30+ types of at-home lab tests, Everlywell has scaled to tens of millions in sales and is sold in Target and CVS stores nationwide. Julia shares why she decided to pitch on SharkTank, what being a professional equestrian taught her about entrepreneurship, and how she led her team through an industry-leading response to Covid testing.

When Olivier and his co-founder launched Datadog in 2010, they didn't write a single line of code for the first six months—despite having backgrounds as engineers. Out of the gate, they have made it their mission to listen to customers and understand what problems they can solve for them. Fast-forward a decade: Datadog is the essential monitoring platform for cloud applications and a true DevOps pioneer. The company IPOed in 2019 and its market cap now exceeds $27B. Olivier shares why he thinks of companies as a set of systems, how to push forward even when VCs tell you no, and why he's still subscribed to all Datadog support emails.

When Daniel Gross was 18, he traveled from Jerusalem to Silicon Valley to join Y Combinator as the youngest founder ever accepted at the time. In just a few short years, his search engine startup, Cue, was acquired by Apple. Now, he's at the helm of Pioneer, a fully remote accelerator that backs unconventional startups from around the world—no matter the founder's zip code. Daniel shares why community is critical for business-building, what it means to be a company born online, and why he thinks space will fuel the next decade of innovation.

Why is it so hard to stay on top of your email? After building Rapportive, the first Gmail plugin to scale to millions of users, Rahul Vohra was ready to tackle the problem of email itself. In 2014, he started Superhuman with the goal of building the fastest email experience in the world. If his waitlist of over 300,000 people is any indication, he's done just that. Rahul shares why domain expertise matters, how he learned to choose a strategy and stick with it, and why you have to figure out positioning before pricing.

At his core, Jack is a creator. While his musical group Pomplamoose had taken off on YouTube, he realized that the mechanism for turning his fans' attention into dollars was broken. So, he built Patreon, a membership platform that makes it easy for creators to earn salaries directly from their biggest fans. Since its launch in 2013, Patreon has paid out more than $1 billion to creators on its platform. Jack shares why the myth of the starving artist is over, why he's willing to work harder than the competition, and how all creators should think about engaging their fans.

Why isn't it easy to securely prove your identity online? That's the big question Blake Hall is working to solve with ID.me, the next-generation digital identity network, that is now used by government agencies, healthcare organizations, and retailers alike. A third-generation soldier, Blake started his post-college life leading a reconnaissance platoon in Iraq, for which he was awarded two Bronze Stars. With a Harvard MBA in hand, he set out to build ID.me and has scaled it to over 24 million users. Blake shares the big pivots he took in his early startup years, what his military career taught him about leadership, and why ID.me has credentialed 30% of all nurses in the country to give back during Covid-19.

Julie Bornstein is a seasoned e-commerce executive, who has spent her career building major retailers online, including Nordstrom, Sephora, and Urban Outfitters. After scaling Stitch Fix to over $1 billion in revenue as COO, Julie has launched The Yes - the digital department store of the future. Julie shares what it's been like to launch during COVID, how she has gained the confidence to set out on her own, and why she believes shopping should be more like browsing on Spotify.