$4B Box CEO: This Is The Best Time To Build An AI Company

Silicon Valley Girl
•May 15th, 2026
DESCRIPTION
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Aaron Levie built Box from his college dorm into a $4 billion company. 64% of the Fortune 500 runs on his platform. He meets with 20+ enterprise CIOs every month — he sees AI deployment data nobody else does. In this conversation he says the next 3 years will create the next wave of giants. He explains which jobs disappear first and which ones get bigger. And he tells me why he still wants a human at the beginning and end of every AI workflow he runs.
*Timestamps:*
0:00 — Intro
2:44 — What to Tell Someone Scared of AI Layoffs
4:43 — Why Agents Always Need a Human Supervisor
15:00 — Why Enterprise AI Adoption Is Slower Than Silicon Valley Thinks
19:07 — What Aaron Looks for When Hiring Right Now
20:31 — Top 3 AI Tools Everyone Should Be Using
28:17 — Why the 3-Year Window Is Real
30:39 — Where the Real Market Gaps Are Right Now
33:04 — Which Industries Have the Biggest Opportunity
44:19 — Which Jobs Will Disappear in the Next 5 Years?
51:05 — Final Advice for Entrepreneurs Starting Today
*Links:*
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📌 My Companies & Products: https://Marinamogilko.co
#podcast #AaronLevie

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