This week we’re talking with Alex MacCaw — he’s well known for his work as founder and CEO of Clearbit. In May of 2021, Alex shared a personal update with the world on his blog. After much reflection, he decided to step down as CEO of Clearbit to go back to his roots. In his words, “I love the early stages of company building. Hacking together code, setting up the Stripe account, getting the first customer. That’s my jam.”

We talk with Alex about this portion of his journey at Clearbit, the Catamaran he bought in South Africa and then sailed across the Atlantic Ocean, and the new thing he’s building called Reflect that let’s you keep track of your notes, books, and meetings.

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Featuring:

Alex MacCaw – Website, GitHub, X
Adam Stacoviak – Website, GitHub, LinkedIn, Mastodon, X
Jerod Santo – GitHub, LinkedIn, Mastodon, X

Show Notes:

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The O'Reilly Update, December 12, 2025

Bill O’Reilly’s No Spin News and Analysis

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