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Builders + Strategy

Lenny's Podcast

Product, career, growth with top operators

Lenny's Podcast artwork

Tara Seshan on OpenAI's AI Product Strategy

OpenAI's third AI era is the persistent coworker, after chat and agents. Product lead Tara Seshan says to build features for where AI models will be in two to three months, not today's limits or a year-out guess, and treats writing as thinking as something she never automates.

August 30, 2026 · 6 min read

Lenny's Podcast artwork

How to Close $100K+ Enterprise Deals

Enterprise sales runs on fifteen real steps, not the five stages most CRMs track, and the actual product changing hands on every call is information. Jen Abel, co-founder of Jellyfish and GM of enterprise sales at State of Affairs, walks through targeting, demos, pilots, and procurement for deals over $100,000.

August 23, 2026 · 7 min read

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