$13 Billion CEO Thinks Most People Shouldn't Start A Company

Today I walk with Shishir Mehrotra, CEO of Superhuman, the company formerly known as Grammarly. Shishir co-founded Coda and sold it to Grammarly, built skippable ads at YouTube into a product that went from $0 to $1 billion in 18 months, and sits on the boards of Spotify and Walmart, and now he runs a company with over $700 million in revenue. He talks about why most people should not start a company, and why he gave up ownership of Coda without any startup pride.

We get into:

- Why the right startup idea should feel like a curse, and why he tells students not to keep a list of startup ideas

- The misspelled Vinod Khosla email that made $500,000 land in his account and moved his company to Silicon Valley in a week

- Joining YouTube when it lost money on every single view, and board meetings with Eric Schmidt about shutting it down

- The skip button every salesperson said would kill revenue, and how it went from $0 to $1 billion in 18 months

- Selling Coda to Grammarly, and why he needs a sense of purpose more than a sense of ownership

so much more!

𝐓𝐈𝐌𝐄𝐒𝐓𝐀𝐌𝐏𝐒

(00:00) Trailer

(01:07) Shishir Mehrotra, CEO, Superhuman

(01:32) Making the Lego robotics world championships four times with his daughters

(08:59) His dad only paid for majors where the books are 50 years old

(12:18) Why most people should not start a company

(14:47) The Vinod Khosla email that moved $500,000 in one afternoon

(20:15) Joining YouTube when it lost money on every view

(25:50) Board meetings with Eric Schmidt about shutting YouTube down

(35:20) The skip button that went from $0 to $1B in 18 months

(40:30) Susan Wojcicki and the 55/45 creator revenue split

(45:54) Sketching Coda on a notepad by his bed

(53:52) Why he sold Coda to Grammarly

(59:30) Purpose over ownership and zero startup pride

(1:01:45) The bundling theory he built with Daniel Ek at Spotify

(1:04:49) Superhuman's AI agents and 60% of auto-drafted emails sent

(1:09:37) Why AI will make teams bigger

(1:15:32) Outro

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