# E345: How I Raised $10 Billion in Venture Capital w/Scott Painter Page: https://stenobird.com/podcast/how-i-invest-with-david-weisburd-6470713/e345-how-i-raised-10-billion-in-venture-capital-w-scott-painter Text version: https://stenobird.com/podcast/how-i-invest-with-david-weisburd-6470713/e345-how-i-raised-10-billion-in-venture-capital-w-scott-painter.md Podcast: [How I Invest with David Weisburd](https://stenobird.com/podcast/how-i-invest-with-david-weisburd-6470713) Published: 2026-04-10T12:45:00+00:00 Episode link: https://howiinvestpodcast.com/episodes/ckMgCja7XyS Audio file: https://dts.podtrac.com/redirect.mp3/media.podcastai.com/episodes/ckMgCja7XyS.mp3?u=1775827271 Processing state: not_requested JSON: https://stenobird.com/v1/public/podcasts/how-i-invest-with-david-weisburd-6470713/episodes/e345-how-i-raised-10-billion-in-venture-capital-w-scott-painter Duration seconds: 1065 ## Resource What does it take to raise $270 million in a risk-off market while keeping your personal life, sanity, and team intact? In this episode, I sit down with Scott Painter, Founder & CEO, TrueCar, to unpack the 21-month journey of taking a company private. Scott shares how persistence, strategic thinking, and mental resilience allowed him to navigate investor skepticism, market volatility, and personal stakes. He discusses the lessons he learned from fundraising in both up and down markets, why creating momentum and scarcity is critical, and how setting boundaries transformed the outcome for him and his team. ## Actions - request_transcript: `POST https://stenobird.com/v1/public/podcasts/how-i-invest-with-david-weisburd-6470713/episodes/e345-how-i-raised-10-billion-in-venture-capital-w-scott-painter/transcription-requests` — Idempotently request low-priority transcript generation for this episode. - read_markdown: `GET https://stenobird.com/podcast/how-i-invest-with-david-weisburd-6470713/e345-how-i-raised-10-billion-in-venture-capital-w-scott-painter.md` — Read the agent-friendly Markdown representation of this episode resource. A page view does not enqueue transcription. Agents should invoke `request_transcript` explicitly when they need this episode processed. ## Transcript Full transcripts are not published on public pages unless there is a clear rights basis.