Skip to content
Aakash GuptaAakash Gupta

How you need to think about product strategy in the age of AI

AI has made shipping features cheap, which makes choosing the wrong ones more expensive than ever. Tim Herbig, product strategy coach and author of Real Progress, walks through how to build a product strategy that actually helps you say no. Full write-up: https://www.news.aakashg.com/p/how-the-best-pms-think-about-product-strategy Transcript: https://www.aakashg.com/product-strategy-in-the-age-of-ai-with-tim-herbig/ Timestamps 03:06 - Cheap features make wrong choices expensive 05:33 - The one test every strategy has to pass 07:19 - Ads 09:02 - The core questions every strategy answers 12:39 - Why AI is not a value proposition 18:41 - The Roger Martin test and the stupidity flip 25:11 - Ads 30:59 - Case study - Fair Mile, a used car marketplace 35:43 - Audience trees 42:16 - Differentiation with the 7 Powers 52:48 - How to know if your strategy worked 58:30 - Building the strategy and metrics loop 1:04:33 - What you inherit vs. what you create 🏆 Thanks to our sponsors 1. Fingerprint: Identify good and bad visitors with industry-leading accuracy - https://tinyurl.com/2s3p65p7 2. Ariso: Ship AI agents and features faster, with fewer regressions - https://ariso.ai/aakash 3. Customer.io: Send smarter messages using your product data - http://customer.io/productgrowth 4. Amplitude: The market leader in product analytics - https://tinyurl.com/b7nret7v 5. Product Faculty: Get $150 off their #1 AI PM Certification via code AAKASH150 - https://www.productfaculty.com/?code=AAKASH150 🎁 Win a copy of Real Progress (https://herbig.co/real-progress-book/) in 3 steps 1. Subscribe to the channel and comment on this video 2. Follow the show on Apple (https://podcasts.apple.com/in/podcast/the-growth-podcast/id1763555775) or Spotify (https://open.spotify.com/show/7vVEMqCSKb7I7xPk8xZtg5) 3. DM me a screenshot of both on LinkedIn (https://www.linkedin.com/in/aagupta/) Key Takeaways 1. Cheap features make wrong bets expensive - AI made shipping fast, so picking the wrong feature now costs more, not less. You still have to get people to use everything you ship. The real question is whether any of that output moved customers and the business. 2. A strategy is only real if it helps you say no - Deck, one-pager, or framework, the test is the same. If it doesn't help teams say no to opportunities, it isn't a strategy. A healthy one has most of your team's energy going to work connected to it. 3. Every strategy answers the same core questions - A narrative for why act now, a playing field for who you serve and who else competes, and winning moves for how you deliver value and differentiate. Canvases and templates are just windows into that messy work. Start with the questions, not the template. 4. AI is a resource, not a value proposition - Everyone has access to the same frontier models, so you can't compete on the technology alone. Use AI to amplify the reason customers already choose you. Brand and data are the moats that remain. 5. Run the stupidity flip - Borrowed from Roger Martin. Flip a strategic choice and check whether the opposite is obviously stupid. If it is, you haven't made a real choice. Flip individual components like audience or value prop, not the whole statement. 6. Strategy doesn't have to cover everything - Focusing on paid users doesn't mean turning off the product for free users. The segment choice just has to fit the narrative behind it. Every component has to reinforce the others. 7. Build an audience tree - Land somewhere between too broad and comically narrow. Slice by region, buyer type, and car value until you can say no. Fair Mile lands on repeat buyers of cars worth more than 100K in Germany, and AI speeds up sizing whether that market is big enough. 8. Differentiate on what takes longest to build - Run your winning moves through Hamilton Helmer's 7 Powers. Brand and network effects hold up, while process power and AI features get copied. No one buys a car from you because your marketplace has AI search. 9. Measure behavior change, not tokens - First say in plain English what you will do differently next quarter, then how you'll know it worked. Tokens used is a value exchange for the model provider, not your customers. Ask whose behavior has to change, and by how much. 10. Tie metrics to your specific choices - Generic KPIs like revenue are too noisy and too slow to tell you if a strategy worked. Fair Mile tracks share of cars sold above 100K, margin per transaction, and recommendation score among those buyers. Then map every roadmap item back to those metrics. 👨‍💻 Where to find Tim Herbig LinkedIn: https://www.linkedin.com/in/herbigt/ Website: https://herbig.co/ 👨‍💻 Where to find Aakash Twitter: https://www.x.com/aakashg0 LinkedIn: https://www.linkedin.com/in/aagupta/ Newsletter: https://www.news.aakashg.com 🧠 About Product Growth The world's largest podcast focused solely on product + growth, with over 200K+ listeners. 🔔 Subscribe and turn on notifications.

TimguestAakash Guptahost
Oct 13, 20261h 12mWatch on YouTube ↗

At a glance

WHAT IT’S REALLY ABOUT

AI makes output cheap; strategy must force real product choices.

  1. Tim Herbig argues that in an AI era where feature production is dramatically cheaper, the critical constraint shifts to making the right strategic choices that drive adoption and business impact.
  2. He defines product strategy as a set of opinionated, testable choices that enable teams to say “no,” and he recommends Roger Martin’s “opposite isn’t stupid” test (“stupidity flip”) to validate whether real choices were made.
  3. Tim explains that AI alone is rarely a defensible value proposition because the underlying models are widely accessible, making brand and proprietary data the most durable differentiators for many products.
  4. He introduces practical tools—audience trees for narrowing target segments and Hamilton Helmer’s Seven Powers for evaluating differentiation—to help teams clarify playing field and winning moves.
  5. For measurement, he advises starting in plain English (“what will we do differently” and “how will we know it worked”), avoiding machine-centric AI metrics like tokens used, and selecting metrics that tightly map to strategic bets.

IDEAS WORTH REMEMBERING

5 ideas

Cheap feature output makes strategy more—not less—important.

As AI reduces the cost of shipping features, the penalty for shipping the wrong features increases—because you still must drive adoption and business impact. Strategy’s job is to force choices and provide a basis to evaluate whether those choices changed customer behavior and business outcomes.

If it doesn’t help you say “no,” it isn’t strategy.

Tim’s litmus test is whether a strategy helps teams and stakeholders intentionally say yes/no over a time horizon (e.g., 6–18 months). If it can’t meaningfully exclude options, it’s likely a set of aspirations, not a strategy.

Use the “stupidity flip” to pressure-test whether you’ve made real choices.

Use Roger Martin’s test: flip a strategy statement to its opposite; if the opposite is “stupid on its face,” you haven’t made a real choice (e.g., “make salespeople more efficient”). Decompose the strategy into components (audience, winning move, etc.) and flip each component until alternatives are plausible.

AI is a resource, not a moat; differentiation shifts to brand and data.

AI rarely functions as a standalone value proposition because competitors can access the same frontier/open-source models. Sustainable differentiation tends to come from slower-to-build moats like brand and proprietary data, with AI serving as an amplifier of an existing value proposition.

Nail the audience first—then everything downstream gets clearer.

Audience definition is a high-leverage strategic choice; Tim recommends making the target “comically narrow” enough to create focus, then sanity-checking market size. Audience trees help you systematically narrow by dimensions (region, buyer experience, car value, etc.), and AI can accelerate the research and sizing behind those cuts.

WORDS WORTH SAVING

5 quotes

If it doesn't, it's not a strategy.

— Tim

AI by itself in your strategy is not a value proposition. Everyone has access to the same frontier models. You can't compete on that technology alone.

— Tim

The point is, tokens used is not a value exchange for your customers. It's a value exchange for Anthropic.

— Tim

Well, the question is, is the opposite of your choice, of your strategy choice, stupid on its face? If the opposite is stupid, it's you haven't made a real choice.

— Tim

You will still be held accountable for the consequences of your strategy. You can't say, "No, ChatGPT told me this is a great strategic bet. It's not my f- problem that we lost ten million in the market."

— Tim

AI-driven feature commoditizationStrategy as a mechanism to say noRoger Martin “stupidity flip” testStrategic narrative vs. playing field vs. winning movesAI as resource vs. value propositionAudience trees and “comically narrow” targetingHamilton Helmer’s Seven Powers (brand, data, network effects) as moats and differentiators (vs. AI)

High quality AI-generated summary created from speaker-labeled transcript.

Get more out of YouTube videos.

High quality summaries for YouTube videos. Accurate transcripts to search & find moments. Powered by ChatGPT & Claude AI.