Venture capital investor looking for companies that other VCs think are too hard or too early.
Joined April 2007
- Tweets 5,891
- Following 2,964
- Followers 12,932
- Likes 1,758
614 Photos and videos
Pinned Tweet
31 Aug 2025
Watch my son @StewartalsopIII and me discuss the evolution of technology from the PC through the internet and the smartphone to the AI bubble. We publish a new episode every Thursday. youtube.com/@StewartSquared/…
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15 Nov 2025
Dear @united: I’m once again honored to pay $8 for shitty wifi while waiting to be on ANY airplane equipped with a Starlink connection - for free. Have you considered making wifi free for everyone while you finish outfitting the fleet? [Edit: This post didn’t send when I thought I was sending it on the flight, because the WiFi wasn’t just shitty; it never worked!]
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7 Nov 2025
Remember 1929? The hidden leverage is back and nobody’s talking about it. Check out our lively conversation with Fred Vogelstein about whether 2025 is more like 1999 or 1929!
youtube.com/shorts/wJMThrA9b… via @YouTube
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16 Oct 2025
Episode #59 of @StewartSquared: When Information Became the New Empire youtu.be/1r7RUf0pyqc?si=eThq… via @YouTube
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23 Jul 2025
The Slow Death of Social Networks, by @salsop So this link will probably mean you don't see this post! open.substack.com/pub/salsop…
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Stewart Alsop retweeted
I’m in the best possible place to learn how to build my zoo carnival treasure hunt
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5 Jul 2025
Me: “Hey, Alexa, when will I get #Alexa Plus” on my Echo Show 10, which I bought to get Alexa .
Alexa: “I’m not sure how to help you with that.”
Thank you, Alexa, for clearing that up!
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20 Jun 2025
Silion Valley doesn't make stuff anymore. China co-opted Apple and everything is "AI". As @peterthiel said, "We were promised flying cars and all we got was 140 characters." Listen to Stewart Squared with @StewartalsopIII
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17 Jun 2025
Do you think @Google knows how to manage #products? I beg to differ! This clip from Stewart Squared podcast with @StewartalsopIII
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1 May 2025
It is really offensive for @united to charge it’s best customers for WiFi that doesn’t work before delivering @Starlink service that does work, for free! @Speedtest can’t even ping for a test.
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3 Apr 2025
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31 Mar 2025
I knew that @RajatBhageria would outperform when I first met him and wrote him a check on the spot. Industrial-scale #robots for the food-service industry. Congratulations!
31 Mar 2025
I'm excited to announce we at @ChefRobotics have closed $43.1M in financing to scale deployments of our AI-enabled robots!
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26 Mar 2025
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12 Mar 2025
Twitter vs DOGE @salsop wonders whether we should bet against @elonmusk even though it is the future of our government rather than a social media company. open.substack.com/pub/salsop…
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5 Feb 2025
What the heck @AmericanAir? I’m headed to DCA. The last thing I want to be reminded of is this crash at DCA, which happened a week ago. #tonedeaf
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