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Jessica Fain: belief

22 Mar 2026 Lenny's Podcast The art of influence: The single most important skill that AI can’t replace | Jessica Fain (Webflow, ex-Slack)

“Tamar, don't be mad if I mess up your title. And what I learned through that process is that people completely misunderstand how executives make decisions, what is going on in the heads, in the calendars, in the incentive structures of executives.”

— Jessica Fain

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Everything needed to verify it.

Speaker
Jessica Fain
Attribution
Verified speaker
Claim type
belief
Recorded
22 Mar 2026
Publisher
Lenny's Podcast

Transcript context

…Who has been on the podcast. Who's been on the podcast, and is now a CPO and head of AI at Atlassian. Tamar, don't be mad if I mess up your title. And what I learned through that process is that people completely misunderstand how executives make decisions, what is going on in the heads, in the calendars, in the incentive structures of executives. And, instead of really understanding where that exec or stakeholder is coming from, they center themselves, they center their own desires, their own motivations, their own slice of the world. And they end up just not being as successful both in their career, but also in the types of products that they're building. What's an example of that when you talk about, people don't understand how product leaders actually make decisions, how they decide what to do, what to listen to, what's an example?…

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