Is this the end for the Roomba? Why iRobot went bankrupt | E2224

Is this the end for the Roomba? Why iRobot went bankrupt | E2224

Author: Jason Calacanis December 16, 2025 Duration: 1:00:42

This Week In Startups is made possible by:


Vanta - https://www.vanta.com/twist


NetSuite - https://www.netsuite.com/twist


Lemon.io - https://lemon.io/twist


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Today’s show: 


Domestic robots have never been hotter… so why is iRobot in so much trouble?!


On TWiST, we’re investigating the recent troubles facing the automated vacuum robot, Roomba. We’ve all seen these little discs sweeping up our friends’ floors… but now the company behind them is running out of cash.


What happened to iRobot, and would things have turned out differently if they had been sold to Amazon back in 2022?


PLUS why Jason thinks you should spend your disposable income on investing… Is Alex still a journalist, and what does that actually mean for his portfolio?… Are founders and investors too cautious when it comes to signaling risk?… Why did all those internal Pipe documents leak online?… And MUCH MORE!


Timestamps:


(00:00) Why Jason loves Incentivizing New Ventures and Economic Strength Through Capital Formation!


(09:48) Jason warns “no one is coming to help you with your job loss”; you’re on your own!


(10:21) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist


(13:05) Why Jason thinks laid-off HR folks should be starting their own “micro-funds"


(14:13) Does Alex consider himself a journalist? Is it unethical for him to invest in companies? (Let’s get INTO IT.)


(16:02) You can’t become complacent when you’re in the lead!


(20:03) Why you should use disposable “entertainment” income on investing


(22:32) Netsuite - Get the free business guide Demystifying AI at https://www.netsuite.com/twist


(23:36) $9B in new funds?! What is Lightspeed up to?


(26:10) Is everyone too cautious about “signaling risk”?


(28:39) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist


(31:21) How does Jason think those Pipe documents leaked? And WHY?


(38:15) The critical importance of diversification


(39:35) iRobot went BANKRUPT! Who killed the Roomba?


(44:47) Are there ANY potential deals that would bother Jason? It’s all about market share.


(48:18) HuggingFace is moving major Reachy Minis! How open source turns everything upside down.


(53:22) How Polymarket will decide when/if the AI bubble “bursts.”


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Follow Lon:


X: https://x.com/lons


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Follow Alex:


X: https://x.com/alex


LinkedIn: https://www.linkedin.com/in/alexwilhelm/


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Follow Jason:


X: https://twitter.com/Jason


LinkedIn: https://www.linkedin.com/in/jasoncalacanis/


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Thank you to our partners:


(10:21) Vanta - Get $1000 off your SOC 2 at https://www.vanta.com/twist


(22:32)  Netsuite - Get the free business guide Demystifying AI at https://www.netsuite.com/twist


(28:39) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist


Great TWIST interviews: 


Will Guidara

https://youtu.be/pvJa2pzuXWQ


Eoghan McCabe

https://youtu.be/9dHN4YFkgv4


Steve Huffman

https://podcasts.apple.com/us/podcast/reddit-ceo-steve-huffman-on-mod-revolt-building-a/id315114957?i=1000617333424


Brian Chesky

https://podcasts.apple.com/ca/podcast/airbnb-ceo-brian-chesky-on-early-rejection-customer/id315114957?i=1000611761112


Bob Moesta

https://youtu.be/y2UMzSqX94Q


Aaron Levie

https://podcasts.apple.com/ca/podcast/box-ceo-aaron-levie-breaks-down-box-ai-and-generative/id315114957?i=1000612384545


Sophia Amoruso

https://podcasts.apple.com/ca/podcast/sophia-amoruso-on-branding-raising-a-fund-portfolio/id315114957?i=1000601352978


Reid Hoffman

https://podcasts.apple.com/ca/podcast/reid-hoffman-on-ais-crescendo-moment-regulation-and/id315114957?i=1000612548498


Frank Slootman

https://podcasts.apple.com/ca/podcast/snowflake-ceo-frank-slootman-on-moving-the-needle-win/id315114957?i=1000602560622




Every week, Jason Calacanis dives headfirst into the swirling vortex of Silicon Valley and global tech with This Week in Startups. It’s a direct line to the conversations shaping our digital future, moving far beyond surface-level news. You’ll hear Jason’s unfiltered analysis on everything from market shifts and media trends to the underlying mechanics of building a business, all delivered with a blend of enthusiasm and seasoned skepticism. The core of this podcast, however, lies in the guests. Jason sits down with the very people driving change-founders who have scaled impossible heights, operators managing daily chaos, and investors who spot trends before they become obvious. These conversations are less like formal interviews and more like insider debriefs, pulling back the curtain on real strategies, painful failures, and unexpected successes. For anyone curious about how technology is built, funded, and ultimately changes the world, this series offers a front-row seat. It’s the context behind the headlines, providing a deeper understanding of the forces at play in startups and technology. Tune in for a consistently engaging and insightful look at the ecosystem, straight from someone who lives and breathes it.
Author: Language: en-us Episodes: 100

This Week in Startups
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