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Door-to-door in New Mexico
What's the biggest career risk you've taken, and how did it play out?
His biggest risk was moving from Portland, Oregon to New Mexico to do door-to-door sales to learn how to sell for McCrawAI, with only $500 in the bank and $500 in credit card debt. He went all in, learned as much sales as he could, and did well.
Source: Round 3, question 8. Relayed by Gideon, Nov 14, 2026, 3:41 PM MT, as a summary of the voice transcript, not a word-for-word quote. Pages on this site use only his interview answers or other verified sources. Nothing here is invented.
Questions
What's the biggest career risk you've taken, and how did it play out?
His biggest risk was moving from Portland, Oregon to New Mexico to do door-to-door sales to learn how to sell for McCrawAI, with only $500 in the bank and $500 in credit card debt. He went all in, learned as much sales as he could, and did well.