Lenny Rachitsky

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.

“Author of "How Webflow's CPO Built an AI Chief of Staff" in Lenny's Newsletter”

A structured 'W Framework' that clarifies roles and responsibilities (who is responsible for what, when) transforms chaotic quarterly planning processes into predictable, efficient, and high-morale operations.

“Former product lead and head of consumer supply growth at Airbnb, co-author sharing planning framework from experience”

OpenAI's Head of ChatGPT, Nick Turley, reveals the $20 subscription price point was chosen hastily using a Google Form framework and questions whether it inadvertently set an industry standard that may have cost the company significant market value.

“Interviewer who conducted the interview with Nick Turley about ChatGPT pricing decisions.”

AI-powered tools can reduce quarterly and annual planning cycles from weeks to hours by automating data compilation, analysis, and document integration while preserving team focus on strategic alignment.

“Co-developed the W Framework for quarterly and yearly planning referenced in AI planning article.”