Inspired with Alexa von Tobel

What if you could get a life insurance policy in just 3 minutes, 24/7? That's now a reality, thanks to Peter Colis and his digital-forward life insurance startup, Ethos. Ethos is a next-gen InsureTech company that puts accessibility front and center, underwriting applicants in real-time via proprietary algorithms. To date, the company has raised $100M in venture capital and serves people ages 18-85 across 49 states. Peter shares how his experience as a boxer helps him stay calm in the face of adversity, how Covid accelerated the adoption of financial technology, and how he overcame imposter syndrome as a student at Stanford

Parts of our financial system are so deeply ingrained that innovation seems impossible. But after realizing how archaic the credit score was, Jason Gross set out to fix it. He launched Petal to reinvent the credit card and leverage banking data to democratize credit scoring. He's long been committed to fairness in financial services, having served on the Consumer Financial Protection Bureau’s Consumer Advisory Board. Now, with tens of thousands of customers, Petal is rising to combat the financial inequity that Covid has exacerbated. Jason shares how being a lawyer has made him a stronger founder, how to hire a low-ego team, and the importance of prioritizing sleep.

Building a business is a team sport. No one understands that better than Josh Reeves and his co-founders at Gusto. Since 2012, they have been hard at work building the leading people platform that empowers small businesses to take care of their hard-working teams. With a valuation of nearly 4 billion, Gusto now helps over 100,000 companies with payroll, health insurance, HR, and more. Josh shares why he focused on the small business segment, why it's critical to put employees first, and why raising venture capital is just like hiring.

Dr. Paul Judge is a serial entrepreneur through and through. After stumbling into coding as a kid, he has spent his career as an expert in information security issues. With a Ph.D. and 30 patented technologies in his name, he's co-founded three companies that have been acquired and is currently the co-founder of Pindrop, which has raised over $100 million in funding. Now, he's paying it forward to other founders in Atlanta through TechSquare Labs. Paul shares how he removes the fear of failure, why cofounders need to share a sense of urgency, and how to align your time management to your priorities.

In 2011, Steve and his co-founders set out to build a company. They understood the power of a vertical strategy and realized that restaurants were ripe for innovation. Enter Toast, which powers restaurants with point of sale, front of house, back of house, and guest-facing technology. Toast has grown rapidly with a clear focus on their customers: restaurants. Toast has raised a whopping $850 million in venture capital and was recognized as the third fastest growing tech company in North America. Steve shares the secret to gauging product market fit before you build a product, how Toast won its first customers through competitive pricing, and why Covid pushed technology from a nice-to-have into a must-have.

Chris Bennett grew up in Miami, and out of his 31 first cousins, he was the first to go to college. Looking back, he realized it was his access to early childhood education that set him on his trajectory—to a degree from Wharton and a job in private equity. So, he launched Wonderschool with an aim to provide high quality early education to every child. The education marketplace has already matched thousands of families with quality educators. Chris shares why in-home education will pay a role in the future of edtech, the importance of talking to customers, and why the best moment to date was Wonderschool's very first enrollment.

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.