3 HN users recommended this interview3 months2012–2017score 3.5
Years with an HN recommendation, 2007–2026
HN recommends it in startup video lists for its stories and Sacca's candid background.
Jason Calacanis interviews investor Chris Sacca on This Week in Startups. Sacca discusses what makes a founder, his investments such as Kickstarter, and his personal story of losing money and recovering.
“My favorite, because it's so full of great stories, is the Chris Sacca interview with Jason Calacanis” (HN, 2014)
My favorite, because it's so full of great stories, is the Chris Sacca interview with Jason Calacanis on This Week In Startups. Pt.1 [this video] Pt.2 [link]
Full of great stories from Sacca interviewed by Calacanis.
Yeah, I recently heard someone talking about taking huge personal financial risk to keep a startup going and suggested maybe it's time to live and learn and start over with a hell of a lot better product-market fit or spend that money on Treehouse and an apartment for a few months to learn how to build something, which could just be their first successful product. There are too many people willing to seed a decent product to go all-in with anything except time and soul. Chris Sacca has a pretty damned interesting tale: [this video]
Sacca's interesting personal story of risk and recovery.
Chris Sacca's background story is little known and he talks about it at length with Jason Calacanis. The part about him losing millions while still at university is as shocking as his recovery from the setback is amazing. Check out [this video]
Sacca's little-known background, losing millions at university and recovering.
Chris Sacca talks about his investment in Kickstarter and how the founders don't want to sell the company: [this video] You have to get your investors on board even if it's not the "typical" setup.
Sacca discusses investing in Kickstarter whose founders refuse to sell.
Video list and Hacker News comment labels from HackerTube (prompted by @karpathy), released under ODC-By 1.0, built on the open-index/hacker-news archive. Hacker News data is provided by Y Combinator; comments remain the work of their authors. Video titles, channel names and thumbnails belong to their creators and are shown via YouTube. HackerTube Watch is an unofficial edition. Data export of 2026-10-31.
Plays via YouTube's privacy-enhanced embed
4 Hacker News comments
From the HN archive; up to 20 kept per video, favoring different commenters. Recommendations first.
Citations, criticism and jokes