Microsoft CPO: If you aren’t prototyping with AI, you’re doing it wrong | Aparna Chennapragada

Aparna Chennapragada is the chief product officer of experiences and devices at Microsoft, where she oversees AI product strategy for their productivity tools and work on agents. Previously, she was the CPO at Robinhood, spent 12 years at Google, and is also on the board of eBay and Capital One.

What you’ll learn:

1. How “prompt sets are the new PRDs” and why prototyping with AI is now essential for effective product development

2. The three key characteristics of AI agents: autonomy (delegation of tasks), complexity (handling multi-step challenges), and natural interaction (conversing beyond simple chat)

3. Why NLX (natural language experience) is the new UX, requiring deliberate design principles for conversational interfaces

4. Why the PM role isn’t dying in the AI era—it’s evolving to emphasize tastemaking and editing

5. How living “one year in the future” can be operationalized with programs like Microsoft’s Frontier

6. How even traditional enterprises can balance cutting-edge AI adoption with appropriate governance through dual-track approaches

7. Insights on leadership differences between Microsoft’s Satya Nadella (known for multi-level thinking and early trendspotting) and Google’s Sundar Pichai (mastery of complex ecosystems)

8. The vision for human and AI collaboration in the workplace, where people and agents achieve outcomes greater than either could alone

9. A practical framework for evaluating zero-to-one product opportunities

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Brought to you by:

Eppo—Run reliable, impactful experiments

Pragmatic Institute—Industry‑recognized product, marketing, and AI training and certifications

Coda—The all-in-one collaborative workspace

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Where to find Aparna Chennapragada:

• X: https://x.com/aparnacd

• LinkedIn: https://www.linkedin.com/in/aparnacd/

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Where to find Lenny:

• Newsletter: https://www.lennysnewsletter.com

• X: https://twitter.com/lennysan

• LinkedIn: https://www.linkedin.com/in/lennyrachitsky/

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In this episode, we cover:

(00:00) Introduction to Aparna Chennapragada

(04:28) Aparna’s stand-up comedy journey

(07:29) Transition to Microsoft and enterprise insights

(10:00) The Frontier program and AI integration

(13:28) Understanding AI agents

(17:59) NLX is the new UX

(22:28) The future of product development

(31:16) Building a custom Chrome extension

(35:45) Leadership styles of Satya and Sundar

(37:47) Counterintuitive lessons in product building

(41:20) Inflection points for successful products

(45:16) GitHub Copilot and code generation

(48:34) Excel’s enduring success

(50:27) Pivotal career moments

(54:55) The future of human-agent collaboration

(56:25) Lightning round and final thoughts

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Referenced:

• Google Lens: https://lens.google/

• Saturday Night Live: https://www.nbc.com/saturday-night-live

• Reid Hoffman on LinkedIn: https://www.linkedin.com/in/reidhoffman/

• Robinhood: https://robinhood.com/

• eBay: https://www.ebay.com/

• Capital One: https://www.capitalone.com/

• Microsoft: https://www.microsoft.com/

• Aparna’s LinkedIn post about enterprise vs. consumer: https://www.linkedin.com/posts/aparnacd_every-enterprise-user-feature-has-a-shadow-activity-7321176091610542080-8X-E/

• The Epic Split: https://en.wikipedia.org/wiki/The_Epic_Split

• AI Frontiers: https://www.microsoft.com/en-us/research/lab/ai-