CEO @OutRivalAI (YC W19) Outbound AI Agents for Education, Insurance, and Travel | Cellist 🎻 | Prev @Career_Karma @AltSchool @Honor @Hustle

MIA - SF - ATL - DC - CHI
Joined July 2008
1/ Today, @timurmeyster, @JohnHenryStyle, and I are launching The New Normal. A new video show featuring the enterprise leaders actually deploying AI in production at scale across higher ed, insurance, and travel. Operators behind the work. Not the vendors. Not the pundits. thenewnormal.fm Full YouTube Episode Here: youtu.be/r8ge3VbVFoA
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Ruben Harris retweeted
here's how you build a 7-figure pipeline in 3 hours: we signed up to attend a fintech event in Denmark. i looked at the attendee list and realized there were a lot of relevant people we should be talking to. so, instead of just showing up at the event, i decided to organize a private dinner. here is how i approached it: > got the opt-in attendee list from the event organizers shortlisted relevant people across prospects, cold connections > started an email campaign inviting them to dinner (10 days before the event) > kept the messaging very simple and coherent with the main event's messaging > picked day 1 of the event because most people would be flying back the next day > aimed for 20 yeses for our 15 seats, expecting some drop-offs > sent a dietary preference form and followed up with emails sharing who else was coming and what we'd talk about > partnered with an industry influencer to co-host the dinner (who also happened to attend the event) > sent reminder emails in the last 1-2 hours and called a few people to make sure they showed up the plan was 15 people, 25 showed up :) (was slightly hard to coordinate with the chef at the restaurant but thankfully they prepped extra food) we kept things casual, everyone shared what they were working on, and agentic AI in finance gave us a natural starting point for the conversation. the dinner lasted around 3 hours and the outcome? 7 figures in the pipeline what i learnt is that, sometimes you can just do things, you just need to be extremely vigilant on who all are attending the event, proactive in execution, warm in how you approach them and tadaaaa! you get what you were looking for!
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Replying to @ChoyRb
founder posts on linkedin a few times a week, then dms the people who keep showing up in the likes. warmest list you'll ever build
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Ruben Harris retweeted
Peter Thiel might be onto something here… aleximas.substack.com/p/what… FWIW I think he’s missing important dimensions like desire for human connection, empathy, shared understanding, which will be important for the future of jobs in healthcare, education, etc.
Walter Isaacson asks Peter Thiel what humans can uniquely do in the AI era. Thiel: "We're very relational… these relational dimensions will become more important." When knowledge is worth $0, the only career skills that matter: - networking / social calibration - persuasion (sales) - curiosity (harnessing AI) - taste (curation) - storytelling - grit - golfing with clients (or equivalent) We'll get so sick of a fake world that we'll go back to doing business like it's the 1800s. A handshake at the local saloon.
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Ruben Harris retweeted
i have to say, and i'm a bit biased, but @walterisaacson's new pod is just straight consecutive bangers. musk, thiel, and now both amodei siblings. generational run
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Ruben Harris retweeted
At $30B, Instinct would be worth more than $SNAP, $PINS and $LYFT combined. Those three generate nearly $18B in annual revenue. Insane.
Instinct is currently raising @ $30b. $100M → $500M → $2.5B → $10B → ~$30B in sub 1y. If you're still not inside the private market this should be a good signal to pivot aggressively. Wealth creation is going to be heavily skewed toward private investors over the coming decade.
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Ruben Harris retweeted
Instinct is currently raising @ $30b. $100M → $500M → $2.5B → $10B → ~$30B in sub 1y. If you're still not inside the private market this should be a good signal to pivot aggressively. Wealth creation is going to be heavily skewed toward private investors over the coming decade.
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Ruben Harris retweeted
the best offense, is offense
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Ruben Harris retweeted
Walter Isaacson asks Peter Thiel what humans can uniquely do in the AI era. Thiel: "We're very relational… these relational dimensions will become more important." When knowledge is worth $0, the only career skills that matter: - networking / social calibration - persuasion (sales) - curiosity (harnessing AI) - taste (curation) - storytelling - grit - golfing with clients (or equivalent) We'll get so sick of a fake world that we'll go back to doing business like it's the 1800s. A handshake at the local saloon.
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Ruben Harris retweeted
I was listening to Peter Thiel’s interview with Walter Isaacson last night. Isaacson asks something like, “What do you think will matter most post SI” Thiel takes his characteristic 30 second pause, thinks about it, and responds, “Human Relationships”.
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Ruben Harris retweeted
All road lead back to 10pm bed time, 6am wake up, morning sun exposure, getting family prepared for the day, deep work, zero notifications, workout, getting steps in doing shallow work, evening family routine, decompress, intimate time with wife, repeat forever.
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Ruben Harris retweeted
"The best founders are worldbuilders. They are able to envision a future world that doesn’t exist yet and share the intense excitement of that vision with investors."
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Every shot you don't shoot is a miss
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Charlie Woods made his first hole-in-one and Tiger lost it 🥹
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Ruben Harris retweeted
We’re working on a thing. 👀
Instagram launches long-form video called "Features" Creators can link up to 8 clips that show up in the feed and drive to the full video per @mosseri
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Ruben Harris retweeted
instagram wants to own the entire audience journey. reels become a discovery surface to push people further into serialized content and, eventually, long-form. here’s what that funnel might look like for a brand.
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Ruben Harris retweeted
Replying to @ESPNNBA
That behind-the-back pass off the steal was filthy. LaMelo is having way too much fun out there
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Ruben Harris retweeted
Melo got HoF dimer for sure đź’°
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Ruben Harris retweeted
there are only 67 days left in 2026 btw
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Ruben Harris retweeted
Inside Miami’s AI story 🌴 @eMergeAmericas
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