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Latest Interviews

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  1. 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.

  2. Y Combinator36 min

    Sam Altman on Choosing Projects, Creating Value, and Finding Purpose

    Sam Altman, Craig Cannon

    Sam Altman argues that individuals should minimize cognitive load on trivial tasks and embrace frequent failure to focus on high-impact projects, warning that a "deferred life plan" often leads to a career wasted on safe but unambitious paths. He recommends taking a dedicated gap year to explore diverse fields like nuclear engineering and AI while prioritizing physical health and sleep as foundational productivity drivers. Ultimately, Altman posits that while AGI will commodify cognitive intelligence, human purpose will persist through relationships, creativity, and the willingness to take long-term risks against short-term anxieties.

  3. Y Combinator56 min

    Helping African Businesses Get Paid, Shola Akinlade of Paystack

    Shola Akinlade, Craig Cannon, Creative Joe, Paul Israel, Nelson, Nestor Ezeagu, Car Joyy, Achyut Shrestha, Jordan Jackson

    Founded in 2016 by Shola Akinlade and Ezra Olubi, Paystack transformed into Africa's leading payments infrastructure provider by simplifying complex banking processes for merchants across Nigeria and expanding into Ghana. The company accelerated from processing $200 to over $20 million in monthly transaction volume within three years, supported by a Series A investment from Stripe and Visa that facilitated its strategic growth. Through a rigorous internal engineering bootcamp and a focus on localized product adaptation, Paystack continues to build the foundational layer for the continent's next generation of digital businesses.

  4. Y Combinator1h 4m

    Cannabis Startup Founders David Hua and Vincent Ning on Legalization, Banking, and Industry Trends

    David Hua, Vincent Ning, Craig Cannon

    The cannabis industry is undergoing a rapid transformation driven by consumer demand for terpene-specific effects, the rise of microdosing, and the adoption of concentrates by expanding demographics including Baby Boomers. Despite regulatory fragmentation and high compliance costs in states like California, the market is shifting toward effect-based branding while facing consolidation threats from capitalized Canadian entities and federal limitations on interstate commerce. Simultaneously, social equity initiatives and local licensing hurdles continue to reshape the supply chain, creating a complex environment where smaller original advocates risk displacement by larger, well-funded operators.

  5. Y Combinator48 min

    Mathilde Collin on Feature Prioritization and Employee Retention at Front

    Mathilde Collin, Craig Cannon, Tuomas Grannas, Jordan Jackson, Tomas Granos, Mark Mandelmann, Gabrielle Tcheyani, KP

    Front, a shared inbox collaboration platform founded by Gabrielle Tcheuyani and Laurent, transforms email into a team workflow tool by integrating individual inboxes and external applications like Salesforce and GitHub. The company achieved its initial market traction through content marketing and manual onboarding before securing product-market fit and reaching $1.5 million in ARR by the Series A round. Guided by a "Work Happier" mission, Front prioritizes radical transparency, employee well-being, and a unique product philosophy that discards legacy email structures in favor of fluid conversation threads and automation.

  6. Y Combinator52 min

    SEO Advice from SurveyMonkey Director of SEO and Growth, Eli Schwartz

    Eli Schwartz, Craig Cannon

    This strategic overview details how rising paid media costs and GDPR regulations are shifting business priorities toward organic search as the primary driver for customer acquisition. The presentation outlines a comprehensive framework covering technical architecture, content hierarchies, and link-building strategies that prioritize user experience and high-quality assets over manipulation tactics. Finally, it establishes measurable success metrics focused on revenue and traffic growth, emphasizing the need for creative talent who can formulate data-driven growth hypotheses within 90 days.

  7. Y Combinator53 min

    PR + Content for Growth by Kat Mañalac and Craig Cannon

    Craig Cannon, Kat Manalac, Jeff, Gustav, Wade Foster, Paul Graham, Jessica, Robert, Trevor, Elon Musk, Joe Rogan, Ice-T, Mathilde, Harge, Laura Kolodny, Casey Neistat, Alex Jones, Kathleen Kingsbury

    Founders are advised to prioritize product-market validation before launching content or press strategies, treating both as tools to drive specific engagement or conversion metrics rather than generic brand awareness. The framework emphasizes rigorous audience targeting and high-volume idea filtering for content production, while recommending that early-stage companies execute their own media relations by cultivating warm introductions and preparing data-backed, jargon-free pitches. Ultimately, success in these areas depends on measuring outcomes against defined goals like user acquisition or investor interest rather than relying on organic discovery or hiring expensive external agencies prematurely.

  8. Y Combinator51 min

    Joan Lasenby on Applications of Geometric Algebra in Engineering

    Joan Lasenby, Craig Cannon, Mark Mandelmann, Carrie Nordlund

    A joint project between the Engineering and Architecture departments at Cambridge utilizes Geometric Algebra to enable drones to reconstruct the built environment through line-based computer vision, overcoming the limitations of traditional point-cloud methods. By leveraging this mathematical framework to unify scalars, vectors, and higher-dimensional primitives, the researchers facilitate coordinate-free motion extraction and sensor fusion for complex robotic tasks. While the approach prioritizes developer productivity and geometric clarity over raw computational speed, it faces adoption barriers due to its steep learning curve despite surging interest from younger engineers.

  9. Y Combinator49 min

    Peter Reinhardt on Finding Product Market Fit at Segment

    Peter Reinhardt, Craig Cannon, Evan Farrell, Benjamin Liam, Danny Prol, Ashwin Doke, Andrew Pikul, Juan Carlos Garza

    Segment revolutionized data infrastructure by pivoting from failed consumer products to a unified customer data platform that eliminates internal engineering silos for companies managing diverse interaction points. The company achieved product-market fit by open-sourcing its core routing library, which attracted engineers organically before scaling through direct data warehousing connectors and a shift to high-value enterprise contracts. Underpinned by a strict focus on first-party data privacy and the MEDDIC sales framework, Segment successfully navigated regulatory challenges like GDPR to become an essential intermediary between enterprise applications and storage systems.

  10. Y Combinator59 min

    Ryan Petersen on Building Flexport, a Modern Freight Forwarder

    Ryan Petersen, Craig Cannon

    Founded by Columbia Business School alumnus Ryan Peterson, Flexport operates as a technology-driven freight forwarder that digitizes global supply chains for clients ranging from major enterprises to Amazon merchants. The company recently ascended to become the 17th largest freight forwarder globally by leveraging a decentralized culture and a self-funding strategy that prioritized early revenue over venture capital. Facing challenges in automation and trade volatility, Flexport continues to expand its footprint by integrating financial services and aiming to capture a significant portion of the logistics market through software scalability rather than traditional infrastructure ownership.

  11. Y Combinator57 min

    David Zeevi on Personalized Nutrition Based on Your Gut Microbiome

    David Zeevi, Craig Cannon, Elizabeth Iorns

    Addressing the global epidemic of metabolic disease by challenging the limitations of universal dietary guidelines, this study utilized continuous glucose monitoring and microbiome analysis to demonstrate that individuals exhibit highly variable post-meal glycemic responses to identical foods. Researchers developed a predictive algorithm incorporating 137 features, including bacterial composition and blood parameters, to accurately forecast personalized glucose spikes with a correlation of r=0.70, significantly outperforming traditional carbohydrate counting. In a double-blinded intervention, these personalized dietary strategies successfully normalized blood glucose peaks for pre-diabetic participants without requiring caloric restriction, validating the concept that nutrition must be tailored to individual metabolic and microbial profiles to effectively prevent obesity and Type 2 diabetes.

  12. Y Combinator58 min

    Jessica Brillhart, Immersive Director, on VR and AR

    Jessica Brillhart, Craig Cannon, Andrew Peterman, Michael Hodapp, Virginia Pigato, Can Olcer, Matt MacVey, Tony Cassara

    After departing Google to establish Vrai Pictures, the former lead filmmaker for VR and Deep Dream aims to unify visual arts, mixed reality, and artificial intelligence into a single immersive ecosystem. This venture is currently developing a music biopic series that reimagines a musician's life as a spatial journey while exploring architectural applications and audio-first experiences to bypass visual fidelity cycles. The speaker predicts that distinct VR and AR categories will eventually merge into a broader standard, urging creators to shift from traditional directing to world-building that allows users to decode truth through interaction.

  13. Y Combinator43 min

    Elad Gil Shares Advice from the High Growth Handbook, a Guide to Scaling Startups

    Elad Gil, Craig Cannon, Sam Altman, Marc Andreessen, Naval Ravikant, Claire Hughes Johnson, Masud Hossain, Narayan Mallapur, Brianne Kimmel, Marius Chawa, Taylor Caforio, Tanmay Khandelwal, TD Bryant II, Andrew Pikul

    In *High Growth Handbook*, Stripe co-founder John Collison distills decades of operational experience into a practical framework for executives and founders navigating scaling challenges, from hiring strategies to market entry pitfalls. The book synthesizes specific case studies and data-driven insights on funding hierarchies, product distribution, and cultural management while explicitly rejecting generic advice in favor of context-dependent execution models. By highlighting real-world examples like Stripe and Airtable, the text provides a comprehensive guide for identifying breakout opportunities and avoiding common strategic errors in high-velocity markets.

  14. Y Combinator1h 24m

    Jocko Willink and Mike Sarraille - Helping Veterans Transition into the Private Sector

    Jocko Willink, Mike Sarraille, Craig Cannon, Alex Badalyan, Allen, Armando Neves, Ryan Carl Mercer, Spencer Clark

    Launched on July 4th, Echelon Front Overwatch is a premium, industry-agnostic veteran transition service that rigorously vetts Special Operations Forces to place high-performing candidates in corporate roles while rejecting substandard performers. This initiative addresses systemic failures in standard military transition programs by offering a dedicated Corporate Skills Apprenticeship for certifications in fields like digital marketing and Agile management, all underpinned by a philosophy of extreme ownership. Complementing these services, co-founders Jocko Willink and Leif Babin are releasing *Dichotomy of Leadership* to teach balanced decision-making, while their sold-out "Muster" events provide intensive, accessible leadership training for businesses nationwide.

  15. Y Combinator1h 14m

    Scott Aaronson on Computational Complexity Theory and Quantum Computers

    Scott Aaronson, Craig Cannon

    Scott Aronson clarifies that quantum computing relies on choreographing destructive interference patterns to amplify correct solutions rather than simply testing all possibilities simultaneously, a capability that has shifted the field from theoretical impossibility to a rigorous engineering challenge requiring fault tolerance. He identifies the generation of untrusted random bits as a near-term application for 50–70 qubit devices and introduces shadow tomography, a technique merging differential privacy with quantum mechanics to estimate state properties efficiently. Furthermore, Aronson contextualizes these technical advances within broader computational limits regarding the P vs. NP problem, the holographic nature of spacetime, and the urgent need to align artificial intelligence with human values before addressing existential risks.