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  1. Y Combinator50 min

    Tracy Young on Scaling PlanGrid to 400+ People with YC Partner Kat Manalac

    Tracy Young, Kat Manalac, Craig Cannon, Fredi Fernández, Seyed Rasoul Jabari, Holly

    Founded in the 2012 Y Combinator batch by Tracy Young and Ryan Sutton, PlanGrid digitized construction workflows by deploying an iPad-based platform that utilizes overlay technology and version control to prevent blueprint errors. The company bypassed traditional enterprise sales channels by targeting field workers directly, growing organically to 450 employees before being acquired by Autodesk. Now integrated into Autodesk's 1,200-person construction division, the startup focuses on international expansion to eliminate billions in annual industry waste while maintaining a founder-led culture centered on authenticity and role clarity.

  2. 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.

  3. Y Combinator57 min

    Microbes, Robots, and Ambition - Robin Sloan on His Novel Sourdough

    Robin Sloan, Kat Manalac, Craig Cannon

    During a discussion on the intersection of artificial intelligence and literary craft, the author details the unprecedented creation of the *Sourdough* audiobook, which features machine-generated alien music synthesized from Croatian Klapa folk recordings. The conversation further examines the technical reality of the "Egg Problem" in robotics, the author's philosophy of viewing technological convergence as a cumulative "glorious crash" rather than an adversarial force, and the fragility of digital preservation in contrast to physical media. Looking toward the future, the author outlines plans to integrate text generation as a core stylistic tool in a new novel while reflecting on how current cultural narratives have shifted from Silicon Valley's early optimism to a more critical examination of power and labor.