Leap Forward

David Rusenko
  • 5.0 (15)
  • Entrepreneurship
  • Updated Biweekly

David Rusenko interviews the founders of companies like Airbnb, Y Combinator, and Twitch, alongside the people who first believed in them. A mom. An early boss. A college roommate. Together, they reveal the intimate, unpolished stories of how successful companies actually get built, and why it rarely looks the way you might expect.

Episodes

  1. Jul 8 ·  Bonus

    Season 1: What We Learned

    This summer, Leap Forward is going on a short break. We’ll be back this fall with more episodes.  Listen for a look back on Season 1 and a taste of what’s next, including a family crisis over a wiped thesis, and some very big ambitions to change the way we think about energy.

  2. Jun 24

    The Strange Origins of Live Streaming: Twitch's Michael Seibel & His Co-founder Justin Kan

    Live streaming feels inevitable now. But it started as what Michael Seibel called a "dumb idea." In this episode, Michael traces the unlikely path from a post-Yale road trip to a 24-hour streaming experiment called Justin.tv. Years of pivots and spin-outs later, it grew into Twitch and created the $100 billion live streaming market that's now part of daily life.  But first, it had to survive: the swattings, the stretches with only weeks of cash left, and a reality show built around one man's life that was quietly failing. We also hear from Justin Kan, his close friend and cofounder, about the early days and the moment everything turned: when they shut off the camera, handed the platform to anyone who wanted it, and finally watched it reach its true potential.

  3. Jun 10

    From Design Thinking to $1 Billion Healthcare IPO: Omada’s Sean Duffy + His Former Boss

    When Sean Duffy was a medical student interning at IDEO, he came face to face with a hard truth: millions of Americans with chronic disease weren’t getting the support they needed to actually get healthier. In this episode, Sean tells the story of how an unlikely mix of medicine and design thinking led him to spend a year refining an idea that would eventually become Omada - a company that’s since helped over a million people and gone public. We also talked to his former boss at IDEO, David Webster, about the intern application that fell on the floor, and the rare combination of expertise that Sean brought to a huge problem. It’s a story about how ideas don’t arrive fully formed, but get found, tested in strangers’ living rooms, and built through steady commitment.

  4. May 27

    Created By Humans: Trip Adler & His Dad

    Scribd took off fast - then hit a wall that nearly broke the company. In this episode, Trip Adler tells the story of building the “Netflix for books,” only to face the moment every founder dreads: when everything comes tumbling down, as growth stalled and much of the team walked away. But while others quit, Trip stayed - spending years rebuilding the company and eventually growing it to more than $300 million in revenue. We also talked to his dad, John Adler - an entrepreneur himself - about the question at the heart of it all: how do you decide if a company is still worth fighting for? Trip’s journey, from Scribd’s hard earned success to starting Created by Humans, shows that sometimes making it simply comes down to not giving up.

  5. May 13

    Bobbie: Laura Modi & Her Mentor

    It’s common for a tech startup employee to start their own tech startup. It’s rarer for a startup employee to go on to build a baby formula company.  When Laura Modi showed up at Walgreens at 11pm to buy baby formula for the first time, she felt ashamed and afraid. So she started a company that didn't just create a healthier formula, but built a community, participated in activism, and made business decisions that didn't sell more, but grew trust. Bobbie became the fastest growing formula company since the 1980s. And a major source of Laura’s business savvy? Her time at Airbnb, under the hospitality legend Chip Conley, who transformed her understanding of a “product.” In this episode, the unusual story behind a fast-growing startup that built a deeper social movement.

  6. Apr 29

    Plug: Jimmy Douglas & His First Investor

    Jimmy Douglas didn’t learn how to fundraise in business school. He learned it at 14, selling vacuum cleaners on commission to help pay the bills after his father - an entrepreneur who once ran a semiconductor company - passed away.  In this episode, Jimmy tells the story of growing up on a Christmas tree farm in Oregon, feeling out of place, working sales jobs to make rent, and eventually leading used car sales at Tesla before deciding, on paternity leave, to finally start his own company: Plug. A marketplace for used electric vehicles that has raised two wildly successful rounds of funding.  We also talked to his first investor, Ann Miura-Ko of Floodgate, about what stood out about Jimmy that made her want to chase him down to start a company. Jimmy’s story shows how our most difficult circumstances shape our sharpest skills, and how good founders avoid getting attached to their first idea.

  7. Apr 15

    Segment: Peter Reinhardt & His College Roommate And Cofounder

    Peter Reinhardt co-founded the analytics firm Segment, and built it into a company that sold for $3.2 billion. But before it worked, everything else they tried didn’t.  In this episode, Peter and his co-founder, Calvin French-Owen, share their humbling story of finding product-market fit: hospital panic attacks, a crisis of faith, and how, with just a few weeks of runway left, they published a Hail Mary concept on Hacker News -- that blew up. It’s a story about how giving up control finally led them to build something people wanted. And forced them to mourn their attachment to vision. Since then, Peter has only increased his ambitions: he launched another successful company, Charm Industrial, that permanently sequesters carbon underground, and is also the CEO of Revoy, that converts semi-trucks into electric vehicles.

  8. Apr 1

    Airbnb: Nathan Blecharczyk & Their First Advisor

    Nathan Blecharczyk turned a social experiment into Airbnb: a company that would remake travel. But first, it had to survive. Before it reshaped an industry, Airbnb looked like an idea that shouldn’t work. In this episode, Nathan retraces the moments that almost killed the company: convincing people to trust a stranger in their home, handling their first major crisis, and watching 80% of their business evaporate in a global pandemic. But with each emergency, he developed the philosophies that would engineer real trust in the company.  Alongside Sam Angus, the first advisor who believed in their idea, Nathan shares how they overcame one of humanity’s most instinctual fears and built something that refused to die.

  9. Mar 25

    Mercury: Immad Akhund & His Mom

    After more than a decade of mixed success with tech startups, Immad Akhund decided to try something even harder: starting a bank. Today, Mercury is valued at $3.5 billion and serves thousands of startups. But the road to get there was long and rocky. Immad shares how moving from Pakistan to the U.K. left him struggling to belong, how a string of failures nearly led him to leave entrepreneurship altogether, and what kept pulling him back. We also hear from the person who believed in him - really believed in him - long before anyone else: his mom.

  10. Mar 25

    Y Combinator: Jessica Livingston & Paul Graham

    Y Combinator is the legendary startup program that has launched more than 5,000 companies, collectively worth over a trillion dollars. Household names like Airbnb, DoorDash, Coinbase, Instacart, and Stripe. And without Jessica Livingston, YC would not exist today. In this episode, we dive into Jessica’s unlikely origin story. She and her husband and co-founder Paul Graham share never-before-heard stories from YC's founding: the winding career path that gave Jessica an unlikely but perfect skill set, how a husband and wife built one of the most important institutions in startup history, and the secret to what Paul calls "the magic of Y Combinator".

  11. Season 1 Trailer

    Season 1 Trailer

    Leap Forward is a show about founders and the people who believed in them before anyone else. Each episode traces the real story behind a company you might know, both from the perspective of the founder, and someone who believed in them before anyone else, like a first boss, early investor, college roommate, or even a parent. Through candid conversations we uncover the story of how companies actually get built, and why it rarely looks the way you might expect.

  • 1 Trailer
    10 Episodes

Trailer

5
out of 5
15 Ratings

About

David Rusenko interviews the founders of companies like Airbnb, Y Combinator, and Twitch, alongside the people who first believed in them. A mom. An early boss. A college roommate. Together, they reveal the intimate, unpolished stories of how successful companies actually get built, and why it rarely looks the way you might expect.

Information

  • Creator
    David Rusenko
  • Years Active
    2026
  • Episodes
    11
  • Rating
    Explicit
  • Copyright
    © 2026 Leap Forward Ventures
  • Show Website
    Leap Forward

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