An operator’s guide to product strategy | Chandra Janakiraman (CPO at VRChat, ex-Meta, Headspace, Zynga)
About this episode
From the show’s notesChandra Janakiraman is the chief product officer, executive vice president, and a board member at VRChat. Previously, he was a product leader at Meta, where he led Facebook’s social experience interfaces and Reality Labs’ growth; served as CPO at Headspace, where he helped relaunch the platform, driving a 4x subscriber boost; and was a GM at Zynga, delivering massive hit games that reached hundreds of millions. In our conversation, Chandra shares:
• His playbook for developing a product strategy
• The difference between “small s” and “big S” strategy
• How to run strategy sprints
• Who should be involved in strategy work
• Common pitfalls in strategy development
• The role of AI in future strategy development
• More
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Find the transcript at: lennysnewsletter.com/p/an-opera…
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Where to find Chandra Janakiraman:
• LinkedIn:
linkedin.com/in/chandramohanj
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Where to find Lenny:
• Newsletter:
lennysnewsletter.com
• X:
twitter.com/lennysan
• LinkedIn:
linkedin.com/in/lennyrachitsky
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In this episode, we cover:
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Referenced:
• Headspace:
headspace.com
• Good Strategy, Bad Strategy | Richard Rumelt:
• 5 essential questions to craft a winning strategy | Roger Martin (author, advisor, speaker):
• VRChat:
• Andrew Chen on LinkedIn:
• Template: Working Backwards PR FAQ:
• How LinkedIn became interesting: The inside story | Tomer Cohen (CPO at LinkedIn):
• Making time for what matters | Jake Knapp and John Zeratsky (authors of Sprint and Make Time, co-founders of Character Capital):
• Identify your bullseye customer in one day | Michael Margolis (UX Research Partner at Google Ventures):
• Chandra’s flow chart:
• Chandra’s strategy template:
• Zynga:
• David Foster Wallace’s quote about water:
• Oculus:
• Elon Musk’s quote:
• Concept car:
• Acquired podcast: The Mark Zuckerberg interview:
• Armand Ruiz on LinkedIn:
• What is a multi-armed bandit? Full explanation:
• IF on Prime Video:
• Dune: Part 2 on AppleTV+:
• Dune Prophecy on Max:
• Capybara Go on the App Store:
• Bluesky:
• Steve Jobs: The Lost Interview on Prime Video:
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Recommended books:
• The Art of War:
• Competitive Strategy: Techniques for Analyzing Industries and Competitors:
• Good Strategy Bad Strategy: The Difference and Why It Matters:
• Playing to Win: How Strategy Really Works:
• Make Time: How to Focus on What Matters Every Day:
• Sprint:
• Walt Disney: The Triumph of the American Imagination:
• Creativity, Inc.: Overcoming the Unseen Forces That Stand in the Way of True Inspiration:
• The Ten Faces of Innovation: Strategies for Heightening Creativity:
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Production and marketing by . For inquiries about sponsoring the podcast, email podcast@lennyrachitsky.com.
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Lenny may be an investor in the companies discussed.





