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Sam Gerstenzang
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Sam Gerstenzang
@gerstenzang
The world's slowest incubator: @boultonwatt. Build products, teams, companies. Previously @stripe and elsewhere.
Brooklyn
samgerstenzang.com
Joined March 2007
1,736
Following
13.9K
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  • user avatar
    Sam Gerstenzang
    @gerstenzang
    Nov 20, 2019
    Co-founders of Honey, just acquired for $4B.
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    Sam Gerstenzang
    @gerstenzang
    May 19, 2020
    All of us living in small NYC apartments already knew it cost nothing to live in a mansion in the middle of nowhere.
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    Sam Gerstenzang
    @gerstenzang
    Jun 7, 2025
    Crazy to think: had Peter Thiel held on to the $1B of FB shares he sold it would have compounded at ~30% IRR and be worth ~$30B, and he'd certainly be worth more than he is now.
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    337K
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    Sam Gerstenzang
    @gerstenzang
    Nov 7, 2024
    Pinterest is a $23b public company and has >500 million MAUs...and feels kind of culturally irrelevant?
    273K
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    Sam Gerstenzang
    @gerstenzang
    May 22, 2024
    I love the idea that you could have a kid with Sergey Brin, and be like "oh, the autism was from the vaccines" truly unhinged story.
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    123K
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    Sam Gerstenzang
    @gerstenzang
    Feb 26, 2025
    Replying to @thogge
    i suspect 'been acquired' is doing a lot of work here
    43K
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    Sam Gerstenzang
    @gerstenzang
    Jun 20, 2025
    I always love looking at founders crushing it and see if you can spot it on their resume. Edwin, who bootstrapped Surge to $1b in revenue in 5 years, looks like he can't hold a job down:
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    Amir Efrati
    The Information
    @amir
    Jun 19, 2025
    Alex Wang timed his exit perfectly. Scale AI was being beaten by a startup rival that never raised VC and was profitable the whole time
    174K
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    Sam Gerstenzang
    @gerstenzang
    Sep 10, 2020
    Insanely cool. BVP opens up their original investment memos for Shopify, Twilio, Linkedin, Pinterest and more:
    bvp.com
    Memos
    At Bessemer, we published our Investment Recommendation Memoranda that we circulated years ago to glean patterns from our early-stage decisions.
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    Sam Gerstenzang
    @gerstenzang
    Nov 7, 2019
    ~News~ Excited to share that I’ve joined the @Stripe team, working on Stripe Checkout, and helping build out a team in NYC + remote 1/11
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    Sam Gerstenzang
    @gerstenzang
    May 9, 2021
    Once you have good taste, so much of making something good is just high tolerance for grinding it out when it's still not. yet. good.
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    Sam Gerstenzang
    @gerstenzang
    Apr 11, 2022
    This is my last week at Stripe. It was the best job I've ever had. Thank you to our customers and to my one-of-a-kind teammates. What an incredible company, product, culture, team. I learned so much. I'm starting a new company – more on that soon.
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    Sam Gerstenzang
    @gerstenzang
    Sep 1, 2024
    My take on "Founder Mode"
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    110K
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    Sam Gerstenzang
    @gerstenzang
    Oct 21, 2022
    So much VC-founder discourse doesn't pass the sniff test. Like searching for "mission driven" founders. Do you think Larry Ellison cared that much about databases? Travis about transportation? Drew about file storage?
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    Sam Gerstenzang
    @gerstenzang
    Feb 11, 2019
    "When an adult reads a great book, they say 'that was a great book' and put it down. When a child reads a great book, they say 'that was a great book' and start from the beginning again." -Roald Dahl

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