Early stage VC, True guy, dad, pilot

Joined July 2006
Jon Callaghan retweeted
Surreal to see Stream recognized as a @TIME Best Invention of the Year We're here because of our team, customers, investors, and friends who believe in a different future—in self extension and free human thought. Thanks for your belief. We will keep building. @sandbar
We’re grateful to @TIME for naming Stream Ring one of the Best Inventions of 2026 in the Wearable Technology category Meaningful moment for our small team in New York, and everyone who’s believed in what we’re building. This milestone is yours, too
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Jon Callaghan retweeted
Replying to @polsia
@polsia 's founder runs the company solo, with AI agents and outside contractors, at roughly $25M in revenue. True Partner @tonysphere says the link between headcount and a founder's ambition is breaking down. The next wave of founders isn't letting team size set the limit.
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Capital in a bubble. Technology in a boom. AI is a multi decade long platform shift, but venture is treating it like a short term land grab. That’s scarcity mindset in a market of abundance. trueventures.com/writings/sc…
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Jon Callaghan retweeted
Om Malik, (@Om) 1966 to 2026 The friend who was the catalyst of PopSugar. airsugar.com/p/om-malik-1966…
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Jon Callaghan retweeted
I’ve known Om Malik for 26 years. We built companies during the first internet boom. We discovered photography together. We wandered Greenland, Svalbard, Wyoming, Idaho, and plenty of places in between. During COVID, he was part of my tiny bubble. We spent far more time talking about life, art, and philosophy than we ever did talking about technology. The world knew Om as one of the greatest technology writers of his generation. He had a rare gift for seeing past the headlines and finding what actually mattered. He didn’t just explain what was happening. He explained why it mattered and where it might lead. Ironically, some of his finest writing came from his hospital room during the last two months as he waited for a new heart. In the end, a heart never came. There is something painfully unfair about that. Om was one of the biggest hearted people I’ve ever known. His loss leaves a hole that stretches far beyond technology. It reaches into the lives of friends scattered across the world who laughed with him, traveled with him, argued with him, and came away seeing things a little differently. I’ll miss his curiosity. His generosity. His perspective. Most of all, I’ll miss my friend. This is a small collection of what 26 years of friendship looked like. christophermichel.com/People…
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This is a very hard day. Om gave us all so much, and I loved every minute I had with him. Today he would want us to slow down a bit, be just a bit kinder to one another, and with his mischievous smile, encourage you to be even bolder in who you are and think deeper about why we are here. He was an immense gift in my life. I feel so lucky, and also so sad.
It is with profound sadness that we share the news of Om Malik’s passing. It’s difficult to state the impact that @om had on all of our lives at True. Om was the first Founder we funded when we started True. In our Presidio office, Om discussed his idea for a new type of media company. That idea would later become GigaOm. Om was a brilliant Founder, an amazing teammate and Partner at True, a prolific writer, a gifted photographer, and a sage and valuable advisor to so many in the technology ecosystem. Om was brilliant, thoughtful, humorous, profoundly kind, and deeply curious. He was also relentless when he had an idea or story. Om was brave - he never shied away from sharing his views or pushing for the truth. We were very, very lucky to call Om our Partner and friend at True for these last many years. For today, we simply encourage you to take a moment to remember this beautiful soul and great thinker who was in our midst. He would ask us to slow down a bit. Om would want us to think deeper, express our love for one another a lot more. Above all else, Om wanted us all to retain our humanity and care for each other in our brilliant quest to rebuild the world. We love you Om. Team True om.co/2026/06/24/1966-2026/
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Stream is here. It's incredible. @minafahmi @sandbar
Introducing Stream & Stream Ring. Let thoughts & ideas flow ∽ Preorder now at sandbar.com
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Early in one of the biggest innovation cycles we've seen, consensus isn't what will lead to the breakouts. trueventures.com/blog/consen…
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Jon Callaghan retweeted
IN NEWS: @howie_ai raises a $6M seed round led by @trueventures. Co-founder & CEO @awwstn will be joining TBPN at 2:10p PT to break it all down.
Meet Howie, the people's secretary. Out now. (see thread for signup link + fundraise announcement)
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Game ON! Been at rehearsal today with the incredibly talent Founders going on stage tomorrow #connectedstack. One room. One very unique moment in time.
🚀 Tomorrow’s the day. #ConnectedStack is bringing together a curated community of founders, investors, and Fortune 1000 leaders to chart the next wave of enterprise AI. 🔥 From infrastructure to applications to bold new ideas, we’ll dive deep into the forces shaping how enterprises build, scale, and win in the AI era. 🤝 Alongside our incredible co-hosts and partners, we’re creating a room where the future of enterprise AI gets written. 👉 Stay tuned — the insights from this gathering will set the tone for what’s next. 🌐 connectedstack.ai
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Jon Callaghan retweeted
🎥 We sat down with @madelineminshew of True Ventures to reflect on the scrappy early days of 🚀 @joinHandshake — and why she’s so bullish today. ⚡ From $0 → $100M run rate in 2025, Handshake AI is fueling model training with its unique network of PhDs & grad students. 👥 Tomorrow at #ConnectedStack: @GarrettLord (Handshake CEO) x Paul Smith (@AnthropicAI CCO). connectedstack.ai
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Jon Callaghan retweeted
Morning. On today’s show: – Jensen Huang less bullish on AI than Leopold Aschenbrenner
– @fabknowledge (SemiAnalysis)
– @ajay_bcv (Bain Capital Ventures) – @jcal7 (True Ventures)
– @hussein_fazal (Super)
– @oisinhanrahan (Keychain)
– @shanehegde (Air)
– @koenbok & @jornvandijk (Framer) See you all on the stream.
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I'll be going on @tbpn today at 1:50pm to talk about AI capital efficiency and the beginning of an epic VC vintage. Tune in, they're awesome. @trueventures
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Jon Callaghan retweeted
🧵 1/ Is venture broken? It’s a question I’m hearing almost daily across the VC ecosystem – and as an LP, one I can’t ignore. We set out to find an answer by digging into the data. What we found was that, despite the expanding influence of mega-funds, dedicated Seed & Series A funds still have a very strong presence. Specifically, the data showed that both types of funds are actively leading priced rounds, resulting in one of the most competitive venture markets I’ve seen. ⬇️ ⬇️ ⬇️
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Every innovation wave comes with a familiar prediction: “venture is dead,” or now "irrelevant". Who needs VC when one person can build a $1 billion unicorn? I believe the opposite: AI will save venture and restore value to the entire startup economy. trueventures.com/blog/the-tr…
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Silicon Valley was built on network effects fueled by collaboration. That’s why I’m proud that @trueventures is gathering the ecosystem for connectedstack.ai on September 10 in SF, an invite-only event bringing together the key enterprise AI builders, backers, and buyers.
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Love this one. congrats @alanwells. Brilliant vision and execution so far.
Replying to @RocketableInc
. @trueventures led the round, joined by @indievc, @BloombergBeta, @RebelFund_VC, @ycombinator, @468Capital, @SeaplaneVC, @unpopularvc, Teambuilder Ventures, Multimodal Ventures, Neer Venture Partners, Sparkwave Capital, Tekedia Capital, and an exceptional group of angels.
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