Founder @gumroad, book: amzn.to/2ZnIGOl

Joined September 2008
Here it goes! My best attempt at compressing the last eight years of Gumroad into a single article. Includes: Failing to raise money, laying off 75% of the company, building back up and becoming profitable, restructuring our cap table, and more… medium.com/@shl/reflecting-o…
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Sahil Lavingia retweeted
Going live with @shl in 10 min (11a ET) to talk all things people-first, growth, etc. There's an open AMA, and still time to join if you're last minute sitting around and need a good excuse to get off twitter. wildbit.com/events/natalie-n…
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To combat rising inflation, everyone at Gumroad just got a 6.2% raise.
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If you want to build a big business, start a small business.
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To learn something, make it painful to not learn.
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This also means everyone at Gumroad is now allowed to share everything they're working on–as they're working on it. For example, Maya is livestreaming the ongoing rebrand: twitch.tv/purplelf
We're placing some new bets at Gumroad — beginning with our new brand. gumroad.com/new-path
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Sahil Lavingia retweeted
This new @gumroad site got me all 😍
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Sahil Lavingia retweeted
Growth is uncomfortable. Not growing is worse.
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Sahil Lavingia retweeted
The goal of your first attempt is to get to the second. Introducing the new Gumroad: gumroad.com/new-path
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How to grow: say yes to things you cannot do.
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Invest your money where the smartest people invest their time.
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Broke: Not deploying on Fridays. Woke: Deploying a whole new brand on Black Friday.
A new Gumroad is coming. See you on Black Friday.
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Sahil Lavingia retweeted
A new Gumroad is coming. See you on Black Friday.
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Sahil Lavingia retweeted
You’re not competing with those who can (a lot of people), but those who do (very few) — @shl
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Bad implementation > good idea.
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Freedom leads to anxiety, then boredom, then peace.
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Censorship is signal.
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If you take the time to understand the underlying technology before you invest, you’ll be in the top 10% of investors. If you take the time to understand the culture of the team behind the technology, you’ll be in the top 1% of investors.
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