I analysed 5 yrs of emails to spot trends that lead me to set up founder meeting vs passing:
1/ elite technical background
2/ deep founder-market fit w/ lived experience
3/ clear reason why this company should exist now
4/ simple transparent communication
09.02.2026 16:12
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The mistake founders (including me) have and will continue to make is assuming the best technology wins.
09.02.2026 16:11
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Common post-exit arc (last gen founder/employee)
1/ 12 months of freedom
2/ angelβmicrofundβVC
3/ missing purpose
4/ start again (smaller team, more craft)
5/ obsessive fitness & biohacking
As AI liquidity hits, wonder if that arc changes
09.02.2026 16:11
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Coming back here after being away for a few months. Howβs it going?
09.02.2026 15:00
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The European mind cannot comprehend this
04.05.2025 16:13
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I am very happy I no longer live in the US.
15.04.2025 09:39
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mine was just shipped, can't wait!
10.04.2025 15:48
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Take what businesses say seriously but not literally.. π
10.04.2025 15:47
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I'm looking for an AI Spanish language tutor (Castellano) and surprised I can't find a good one.
Any suggestions?
10.04.2025 15:45
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Low Ego - nothing is above or below your CoS. I would get coffees and check us out of the hotel on some days and draft strategy documents for the Board on others. In my experience, candidates from certain pedigrees often carry a quiet entitlement that makes them a poor fit for these roles.
09.04.2025 05:35
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Timeline - the most successful CoS never have the opportunity to stay longer than 2-3 years because they get pulled in to lead another part of the business. I don't believe startups should hire a "professional CoS" as that role IMO is more effectively done by a COO.
09.04.2025 05:35
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Deal - an arrangement like no other. They will work harder and put in longer hours than you for 2-3 years. They will know your personal problems, the dynamic with your investors, the company that's trying to poach you, etc.. their reward comes automatically in the form of career progress.
09.04.2025 05:35
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Trust - give them everything. Emails, calendar, notes, time, insights, concerns, optimism... the more you bring them into your world, the more effective they will be. This can be uncomfortable. If you don't trust your CoS, you hired the wrong person or not the type that's capable of having a CoS.
09.04.2025 05:35
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Profile - they need to have high hustle, high IQ, high EQ, but more importantly know how to get shit done without having to borrow influence or get constant instruction from the CEO.
09.04.2025 05:35
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Chief of Staff - a heavily misunderstood role
I was CoS for two of the Presidents at Microsoft & have strong opinions on how this is best done at startups...
09.04.2025 05:35
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Republicans have the smallest House Majority in a century
05.04.2025 16:23
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Can someone send me their favourite starter packs?
03.04.2025 12:20
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Advice for young people:
1/ Early on, solve for working with the absolute smartest people you can. The foundation (and network) will be 10x more valuable than any Ivy League degree.
2/ Donβt change jobs to escape. Move toward something that excites you.
03.04.2025 08:27
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The Times π―
02.04.2025 07:30
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New book out soon, co-authored by literally every living economist.
01.04.2025 13:01
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Great to have you here.
01.04.2025 12:34
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neuroplasticity in action
01.04.2025 08:54
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Es este un buen lugar para hacer kitesurf?
31.03.2025 10:01
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so much going for Mistral right now
31.03.2025 09:27
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super impressive !
31.03.2025 09:27
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the space moves so fast, almost everything is temporary.. open source AI is doing amazing though
31.03.2025 09:25
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Does anyone on here kitesurf?
29.03.2025 15:29
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Why is everyone yelling
28.03.2025 15:14
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Um. No.
28.03.2025 05:17
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a lot of work going into this very challenge.. some great progress with stellarators in particular
27.03.2025 14:26
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