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Rachel Wolan is a builder and product executive who leads by building and builds teams of builders.
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How Webflow's CPO Built an AI Chief of Staff
Lenny's NewsletterinterviewpositiveJan 2, 2026
Webflow's CPO built a personal AI chief of staff that manages her calendar, preps meetings, and drives organizational AI adoption through hands-on experimentation and builder days.
“Built an AI chief of staff to manage her calendar, prep for meetings, and drive AI adoption at Webflow.”
AI ProductsAI AdoptionAI AgentsAI Workforce