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Latest Interviews

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  1. Y Combinator58 min

    Startup Hiring Advice from Lever CEO Sarah Nahm with Holly Liu

    Sarah Nahm, Holly Liu, Craig Cannon, Eva Zhang

    Former Google executive Holly founded Lever in 2012 to address the competitive necessity of talent acquisition in the software era, eventually stepping into a CEO role after a rigorous Series A fundraising round in late 2014. The company distinguishes itself through aggressive outbound recruiting strategies that source 81% of engineers and a comprehensive Diversity, Equity, and Inclusion framework that replaces traditional job descriptions with impact-focused assessments. By prioritizing cultural alignment over technical gatekeeping and treating hiring as a core leadership function, Lever has cultivated a high-performing workforce capable of navigating complex remote work dynamics while maintaining strong internal equity.

  2. Y Combinator1h 1m

    Advice on Organizing and Running Growth Teams from Dan Hockenmaier and Gustaf Alströmer

    Dan Hockenmaier, Gustaf Alströmer, Craig Cannon, Toni, Michael Savage, Justin LaRosa, Mark Mandelbaum, Francesc Campoy, Dan Galpin, Dan Gallup

    Dan Hockenmeyer of Basis One and Gustav Alströmer of Y Combinator discuss a growth strategy centered on prioritizing a single high-leverage channel and achieving product-market fit before scaling paid acquisition. They argue that early-stage teams must rely on analytical generalists who can model the entire business equation, using retention graphs to test high-impact hypotheses rather than chasing superficial metric tweaks. The discussion highlights critical lessons from Airbnb and Thumbtack, emphasizing that sustainable expansion requires building growth functions in-house, treating referrals as paid marketing with strict ROI calculations, and avoiding structural distractions like premature VP hires or reliance on saturated ad platforms.

  3. Y Combinator56 min

    Analyzing Billions of Transactions to Understand Consumer Behavior - Michael Babineau and Kevin Hale

    Michael Babineau, Kevin Hale, Craig Cannon, Mike

    Co-founded by Mike and Lillian, the company delivers a financial analytics platform that empowers investors and corporations to analyze over 50 billion credit card transactions to solve complex business intelligence problems. With a diverse team of 60 data scientists and engineers, the firm processes unstructured data for entities ranging from startups to major retailers like Stitch Fix and Amazon, transforming raw transactional noise into actionable strategic insights. Supported by strategic funding from Goldman Sachs and Citi, the platform achieved 150 clients through organic growth by offering a customizable toolset rather than static reports, allowing users to generate their own unique information edges.

  4. Y Combinator49 min

    Monetizing Podcasts and Newsletters - Chris Best of Substack and Jonathan Gill of Backtracks

    Chris Best, Jonathan Gill, Craig Cannon, Jack Ryder, Debdut Mukherjee

    Substack leadership and industry experts analyze a shifting podcasting landscape where direct subscription models are gaining traction against traditional advertising, leveraging strategies like micro-pricing and referral incentives to monetize niche audiences. The discussion highlights that success relies less on mass download metrics and more on consistent publishing, high-quality audio storytelling, and the ability to measure engagement through direct response data rather than obsolete download counts. Ultimately, the panel predicts a future ecosystem where creators maintain direct audience relationships through independent platforms, blending ad-supported mass content with paid subscription niches to counter the consolidation risks posed by major tech giants.

  5. Y Combinator1h 4m

    Software Engineer Turned Youtuber - Jarvis Johnson

    Jarvis Johnson, Craig Cannon, Nathan Allebach, Taylor

    Engineering manager and content creator Jarvis Johnson transitioned from a full-time career at Patreon to independent YouTube production after a viral subscriber surge validated his strategy of balancing technical deep-dives with broader industry critique. Leveraging lessons from Silicon Valley and his time managing teams, Johnson now advocates for "clickbait with positivity" while warning against the rise of soulless content farms that threaten platform authenticity. His journey highlights a shift from grade-driven multitasking to focused, interest-driven learning, aiming to provide accessible role models for aspiring technologists navigating the software industry's evolving landscape.

  6. Y Combinator57 min

    Google Photos Product Lead and Bump Cofounder David Lieb with Gustaf Alströmer

    David Lieb, Gustaf Alströmer, Craig Cannon, Lamide Akomolafe

    Founded in 2009 by David Lieb and co-founders, the contact-sharing app Bump achieved viral success through word-of-mouth, reaching 150 million downloads and securing $17 million in venture funding before pivoting to address its lack of a scalable monetization model. After transitioning to focus on photo sharing with its successor apps Flock and PhotoRoll, the technology was acquired by Google in 2011 and integrated with Picasa and advanced AI to create Google Photos. This acquisition transformed the platform into a free, AI-driven ecosystem that automatically backs up, organizes, and curates billions of users' memories, fundamentally shifting the product from manual sharing to proactive digital memory management.

  7. Y Combinator1h 0m

    A CS Education That's Free Until You Get a Job - Austen Allred of Lambda School

    Austen Allred, Craig Cannon, Steven Klaiber-Noble, David Kofoed Wind, Dave Dawson, Dayo Koleowo

    Lambda School is an online vocational program utilizing a $48 million-funded Income Share Agreement model to train software engineers without upfront tuition, focusing on candidates who demonstrate high work ethic over traditional academic credentials. Led by CEO Austin Allred, the institution distinguishes itself through a unique admissions process, an in-house team of 37 interview sourcers, and a curriculum that integrates soft skills training from the third week to achieve over an 85% graduation rate. Having survived a previous Series A collapse and a Kickstarter book campaign, the company now projects a net financial advantage for its graduates compared to four-year degree holders while exploring the expansion of its ISA model into nursing education.

  8. Y Combinator52 min

    Marques Brownlee on Building an Audience and Other Advice for Creators

    Marques Brownlee, Craig Cannon, Marco Castro, Austin Ryder, Winston, Amad Khan, Christian Giordano

    Marques Brownlee outlines the decade-long evolution of his tech review channel, attributing sustained growth to a consistent voice and rigorous methodology that prioritizes daily usability over gimmicks. He discusses industry trends such as the cyclical innovation in smartphones and the infrastructure hurdles facing electric vehicles, while detailing his strategic pivot toward automotive coverage and creator-focused media expansion. Ultimately, Brownlee emphasizes balancing high production standards with personal immersion in the tech ecosystem to maintain relevance and scale his operations into a broader media company.

  9. Y Combinator1h 3m

    Mike Knoop on Product and Design Processes for Remote Teams with Kevin Hale

    Mike Knoop, Kevin Hale, Craig Cannon, Nina Mehta

    Founded in 2012 by Mike Knoop and Brian Wade, Zapier emerged as a Y Combinator-backed solution to the integration gap between niche SaaS tools by pioneering a fully remote operational model before its first official funding. The company scaled to approximately 200 employees without a physical headquarters by enforcing written communication norms, implementing proprietary tools like the Async platform, and utilizing strategic pairings to maintain cross-functional collaboration. This approach allowed Zapier to achieve profitability through frugality while successfully pivoting from a manual "build it yourself" integration strategy to a partner-led ecosystem.

  10. Y Combinator51 min

    Ryan Hoover on Product Hunt's Acquisition and Lessons Learned About Launches with Dalton Caldwell

    Ryan Hoover, Dalton Caldwell, Craig Cannon

    Product Hunt co-founder Ryan Hoover detailed the startup's evolution from a side project to a Y Combinator-backed company that secured early funding from Andreessen Horowitz while navigating rapid growth and community expansion. Co-founder Dalton Caldwell emphasized critical lessons from their journey, including the strategic pivot to deep technology verticals, the risks of community overexpansion, and the reality that investor hype often diverges from long-term retention metrics. The discussion also highlighted broader Y Combinator insights on founder seriousness, the viability of profitable indie projects, and the necessity of shipping tangible progress over polished business models.

  11. Y Combinator52 min

    What Shutting Down Your Startup Feels Like - Avni Patel Thompson of Poppy with Kat Manalac

    Avni Patel Thompson, Kat Manalac, Craig Cannon, Kat Manialek

    Avni Patel-Thompson, the former CEO of the childcare startup Poppy, closed the Seattle-based company in December after three and a half years due to unsustainability in its marketplace economics and a capital runway of only six to eight months. Despite raising over $2 million and validating a unique supply of caregivers, the venture could not overcome the high-margin challenges of scaling from a neighborhood pilot to a larger operation without significant pivot or acquisition. Patel-Thompson executed a transparent wind-down to preserve team morale and investor relationships, describing the shutdown as the successful completion of a hypothesis rather than a personal failure while she transitions to unstructured exploration before her next venture.

  12. Y Combinator1h 9m

    Frank Lantz - Director of NYU's Game Center and Creator of Universal Paperclips

    Frank Lantz, Craig Cannon, Benedict Fritz

    The speaker argues that games derive their value from the "gap" between virtual and real worlds, creating a unique space for agency that transcends the often overhyped pursuit of immersion in Virtual Reality. Drawing on examples like *Universal Paperclips* and the organic rise of the Battle Royale genre, the discussion highlights how successful design blends technical rigor with artistic taste to explore profound themes while navigating a hit-driven indie market. Ultimately, the presentation advocates for an educational approach that fuses coding skills with cultural awareness, predicting that future sports and esports will evolve through institutional frameworks rather than mere invention.

  13. Y Combinator1h 6m

    Leonard Susskind on Richard Feynman, the Holographic Principle, and Unanswered Questions in Physics

    Leonard Susskind, Richard Feynman, Craig Cannon, Claudio, Noah Hammer, rokkodigi

    Leading theoretical physicist Leonard Sussman discusses his contributions to string theory and the holographic principle, framing these concepts not as final truths but as essential mathematical tools for resolving the incompatibility between quantum mechanics and gravity. Central to his presentation is the ER=EPR hypothesis, which links wormholes to quantum entanglement to suggest that gravity emerges from quantum information, alongside his defense of the anthropic principle as the most plausible explanation for the cosmological constant. Sussman also addresses the practical limitations of quantum computing, the rejection of the simulation hypothesis, and his commitment to public education in distinguishing rigorous science from pseudoscience.

  14. Y Combinator1h 9m

    Andrew Kortina of Venmo and Fin on Technological Determinism and Work's Relationship to Dignity

    Andrew Kortina, Craig Cannon, Ryan Hoover, Spencer Clark, Charlie Kaufman

    Entrepreneur and speaker Cortina critiques the cultural linkage of human dignity to labor while contrasting Silicon Valley's narrative of technological inevitability with the pragmatic "human-in-the-loop" strategy employed by his current venture, Finn. Building on his experience scaling Venmo into a PayPal subsidiary, he positions Finn as a transitional service that merges software efficiency with distributed human judgment to replace mundane digital chores. Ultimately, Cortina advocates for transparency regarding work's role in society, rejecting the myth of meaningful "bullshit jobs" in favor of systems that either serve high social value or are fully automated.

  15. Y Combinator1h 8m

    Brian Donohue on Operating Instapaper Through an Acquisition

    Brian Donohue, Craig Cannon, Jareau Wadé, Ryan Hoover, Raymond Durk, Brian Kim, Gustaf Alströmer

    Launched by Marco Arment in 2008 to address early mobile reading challenges, Instapaper evolved from a paid side project into a free-to-download subscription service under CEO Brian Donahue, who successfully pivoted the business model in 2014 to drive rapid user growth and profitability. After being acquired by Pinterest in 2016, the product was placed in maintenance mode until Donahue secured a spinout in 2018, allowing him to operate the platform independently while retaining a day job at the parent company. Currently a self-sustaining cash-flow-positive entity serving a niche of voracious readers, Instapaper operates with a minimal team and a strategic focus on long-term stability rather than aggressive scaling.