logo
episode-header-image
Jun 2025
1h 19m

The Lean Product Playbook 10 Years Later...

Aakash Gupta
About this episode

Product management fundamentals are timeless. But the tools? Completely transformed.

Every PM needs to master new workflows in 2025:

AI Prototyping - From text to live prototype in minutes

Design Collaboration - Working with designers in the AI age

User Research - Systematic validation that actually works

Problem Definition - The only bottleneck that matters

Team Dynamics - Escaping the "Jira jockey" trap

So, in today's episode, I bring you the definitive guide to product management in the AI era:

I’ve teamed up with Dan Olsen - author of The Lean Product Playbook and one of the most respected voices in product management for over 15 years.

Dan has seen it all: from the early days at Intuit to consulting with hundreds of startups.

He's been through the internet wave, mobile wave, and now the AI wave.

----

Brought to you by:

WorkOS: Your app, enterprise ready

Jira Product Discovery: Plan with purpose, ship with confidence

The AI Evals Course for PMs & Engineers: You get $800 with this link

Product Faculty: Get $500 off the AI PM certification with code AAKASH25

----

Timestamps:

Introduction - 0:00

Lean Product Playbook Origins - 1:49

AI's Real Impact on PMs - 3:44

The Prototyping Revolution - 5:18

Ads - 12:02

Solution Space Risks - 14:18

When Designers Become Bottlenecks - 22:49

AI Tool Recommendations - 26:37

Ads - 32:21

Design Process Evolution - 34:07

User Research Hierarchy - 42:32

Testing Methods Explained - 44:34

Running User Sessions - 53:05

Avoiding Interview Mistakes - 1:01:15

Systematic Feedback Capture - 1:03:23

Escaping Jira Jockey Trap - 1:08:46

Current BS Trends - 1:11:55

Dan's Revenue Breakdown - 1:13:34

Where to Find Dan - 1:18:33

----

Key Takeaways:

1. AI hasn't changed the fundamentals. You still need to understand customers, identify problems, and prioritize opportunities. AI can't tell you about your customers or validate market needs for you.

2. Prototyping is the biggest unlock. What used to take weeks (text → sketches → wireframes → Figma → code) now happens in minutes (text → live prototype). This is where AI truly transforms PM work.

3. Start with Lovable/Bolt, graduate to Cursor. Lovable and Bolt are perfect for quick prototyping without code. Cursor gives you more control and learning opportunities for serious AI PMs willing to touch code.

4. The design gap is closing. AI tools have moved every team up 1-2 levels in UX maturity. Teams without designers can now create professional prototypes, but still need humans for breakthrough innovation.

5. Match research method to uncertainty. New product/market = in-person research. Existing product usability = remote unmoderated. The more uncertain you are, the more human interaction you need.

6. Use the three-bucket system. Categorize all user feedback into: Feature Set, UX Design, and Messaging. Test in waves of 5-8 users, track percentages, fix issues, repeat.

7. Good usability ≠ product-market fit. Always ask "How likely are you to use this?" at the end. Dan learned this the hard way - zero complaints doesn't mean people want your product.

8. Protect discovery time. If your PM-to-dev ratio is above 1:8, you're probably a Jira jockey. Use Dan's 4 D's: Discover → Define → Design → Develop. Spend meaningful time in all four.

9. Collaborate, don't replace designers. Be upfront: "This prototype is directional, not pixel-perfect." Use AI for quick validation, bring designers in for differentiated experiences and innovation.

10. Stop sprinkling AI everywhere. AI is a solution looking for problems. Start with real customer pain points, then figure out if AI solves them better than existing approaches.

----

Check it out on Apple, Spotify, or YouTube.

----

Where to Find Dan:

Book

Website

YouTube

Lean Product Meetup

----

Related Podcasts:

Tutorial of Top 5 AI Prototyping Tools

Complete Course: AI Product Management

We Built an AI Agent to Automate PM in 73 mins (ZERO CODING)

We Built an AI Product Manager in 58 mins (Claude, ChatGPT, Loom + Notion AI)

We Built an AI Employee in 62 mins (Cursor, ChatGPT, Gibson, Crew AI)

----

Up Next

I hope you enjoyed the last episode with Tom Occhino (where we gave an in-depth v0 tutorial). Up next, we have episodes with:

John Beckmann - Head of Events + Webinars, Zoom

Tanguy Crusson - Head of Product, Jira Product Discovery

Hamel Husain and Shreya Shankar - The 2 Experts in AI Evals

Finally, check out my latest deep dive if you haven’t yet: The Playbook to Land Your First PM Job.

----

If you want to advertise, email productgrowthppp at gmail.



This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit www.news.aakashg.com/subscribe
Up next
Oct 7
Crash Course in AI Product Design from Google Search + Maps Designer, Elizabeth Laraki
Today’s EpisodeEveryone’s building AI products wrong.They’re sprinkling AI on top like fairy dust. Adding chat interfaces to everything. Ignoring 70 years of design principles.Elizabeth Laraki was one of 4 designers on Google Search in 2006. One of 2 designers on Google Maps in 2 ... Show More
1h 12m
Oct 4
The Claude Code Tutorial for AI PMs: Why You Need to Use It + How
Today’s EpisodeClaude Code hit $500 million ARR in four months.Two product managers. Zero marketing dollars. Just pure viral growth.While some PMs are still copying and pasting into ChatGPT, others are orchestrating multiple AI agents that work in parallel, automatically reading ... Show More
1h 37m
Sep 27
The AI PM’s Guide to Building AI Agents, with Warp CEO Zach Lloyd
Today’s EpisodeAs an AI PM, you’re probably tired of building AI Agents and don’t know how to monetize them.But what if I told you there’s a company adding $1 million ARR every 10 days with their AI agent?Zach Lloyd, CEO of Warp and former Google engineering leader, cracked the c ... Show More
39m 25s
Recommended Episodes
Nov 2024
Becoming an AI PM | Aman Khan (Arize AI, ex-Spotify, Apple, Cruise)
Aman Khan is Director of Product at Arize AI, an observability company for AI engineers at companies like Uber, Instacart, and Discord. Previously he was an AI Product Manager at Spotify on the ML Platform team, enabling hundreds of engineers to build and ship products across the ... Show More
1h 17m
Sep 7
How AI is reshaping the product role | Oji and Ezinne Udezue
Ezinne and Oji Udezue have over 50 years of combined product leadership experience at Microsoft, Twitter, Atlassian, WP Engine, Typeform, and Calendly. They’ve witnessed every major shift in product management, and, despite their seniority, they’re taking beginner AI courses and ... Show More
1h 18m
Oct 2024
Behind the product: NotebookLM | Raiza Martin (Senior Product Manager, AI @ Google Labs)
Raiza Martin is a senior product manager for AI at Google Labs, where she leads the team behind NotebookLM, an AI-powered research tool that includes a delightful podcast-on-demand feature called “Audio Overviews.” NotebookLM started as a 20% project and has grown into a product ... Show More
48m 58s
Jul 8
The Robots Aren’t Coming—They’re Already Here (And They're Cheaper Than Your Project Engineer)
From the office to the job sites, AI is rapidly changing the construction industry just as any other. The newly developed AI tools currently available can help you to process data from variety of sources, providing you with insights to make smart decisions. One crucial piece of i ... Show More
21m 15s
Sep 2024
#85 Mastering AI in Product Management: Insights and Strategies with John Haggerty
💻 ✨Waiting list for the AI Academy: 6-week Bootcamp to Learn How to Master AI as a Designer, Doors open October 4th → ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Join the waitlist In this episode of the Future of UX podcast, we are joined by John Haggerty, founder and coach at The Product Insider, to explore the ... Show More
46m 9s
Feb 2025
#281 Developing AI Products That Impact Your Business with Venky Veeraraghavan, Chief Product Officer at DataRobot
As AI continues to dominate industry conversations, the notion of AI readiness becomes a focal point for organizations. It's a multifaceted challenge that goes beyond technology, encompassing business processes and cultural shifts. For professionals, this means grappling with que ... Show More
38m 45s
Aug 27
Twilio CPO on Integrating AI into Product Strategy to Grow Revenue | Inbal Shani | E272
In this episode, Carlos Gonzalez de Villaumbrosia interviews Inbal Shani, Chief Product Officer at Twilio, the $18B customer engagement powerhouse trusted by over 320,000 businesses worldwide.Inbal is a trailblazer in AI-first product development. Before joining Twilio, she led t ... Show More
41m 42s
Aug 5
How to Adapt to the New Gold Standard in Product Management (with Maryam Ashoori, VP of Product and Engineering at IBM Watsonx)
Product management isn’t just evolving—it’s getting completely rewritten. In this episode, Hannah sits down with Dr. Maryam Ashoori, VP of Product and Engineering at IBM Watsonx, to talk about how AI is reshaping not only the tools product managers use, but the very nature of the ... Show More
29m 22s
Sep 5
How to Be An AI Leader (According to OpenAI)
OpenAI has published a new leadership guide for executives, laying out five principles — align, activate, amplify, accelerate, and govern — designed to help organizations lead in the age of AI. This episode breaks down the most important lessons, the subtext behind OpenAI’s recom ... Show More
28m 11s
May 2025
The rise of Cursor: The $300M ARR AI tool that engineers can’t stop using | Michael Truell (co-founder and CEO)
Michael Truell is the co-founder and CEO of Anysphere, the company behind Cursor—the fastest-growing AI code editor in the world, reaching $300 million in annual recurring revenue just two years after its launch. In this conversation, Michael shares his vision for the future, les ... Show More
1h 11m