Your Strategy Can't Help You If It Can't Help You Say No during ExecutionDear Reader, Stephanie walked out of her strategy presentation feeling confident. The executives had nodded approvingly. Every field on her strategy canvas was filled in. Her product strategy for GearSwap, an outdoor gear marketplace, conveyed a clear message: “The GearSwap marketplace will proactively help weekend warriors and professional adventurers alike match trip challenges with the right gear through peer-to-peer and professional seller options across all outdoor categories.” Two weeks later, three requests landed on her desk:
Stephanie pulled up her strategy doc to prioritize. Instead of clarity, she found endless ways to justify each request. Gear insurance? It could help both buyer segments. Warehousing integration? Supports their sellers. Water sports? Just another category. This is what I call Alibi Progress: A strategy that ticks all the template boxes but fails to create value when teams need to make actual decisions. The problem isn’t that Stephanie didn’t create a strategy—it’s that she optimized for theoretical correctness instead of practical usefulness. Her strategy couldn’t help her say no because it never made real choices. Most product strategies fail this same test. When a new opportunity emerges, teams can’t use their strategy to decide. They escalate, debate, or try to rationalize doing everything. Strategy has one job: helping you confidently say yes or no to opportunities. Ever since I started following his work, collaborating on a piece with Ravi Mehta was a big dream of mine. Following his tremendous support for my book, Real Progress, we put together a complementary piece for his blog and newsletter. In it, I break down:
Thank you for Practicing Product, Tim PS.: I had the pleasure of appearing on Jason's One Knight in Product Podcast and enjoyed every minute of it:
Join my In-Person Workshops in BerlinI'm excited to bring my beloved in-person workshops back to Berlin in January 2026. You can choose between 1-day workshops on Product Strategy, Product OKRs, or Product Discovery, or opt for the full 3-day experience for you or your team.
(reach out for custom team quotes) As a Product Management Coach, I guide Product Teams to measure the real progress of their evidence-informed decisions. I focus on better practices to connect the dots of Product Strategy, Product OKRs, and Product Discovery. |
1 tip & 3 resources per week to improve your Strategy, OKRs, and Discovery practices in less than 5 minutes. Explore my new book on realprogressbook.com
Product Practice #395 How it feels being Interviewed by AI PUBLISHED Feb 13, 2026 READ ON HERBIG.CO Dear Reader, Last week, I invited you to join an AI-led concept test of a side project idea. Here's what participants share with me about their experience: "It was like getting interviewed by someone who is doing this one of the first times." "I felt free to say what I wanted without 'hurting' the interviewers. I felt listened (as the AI was repeating my points). But sometimes the conversation...
Product Practice #394 Can an AI Interviewer doYour Concept Testing? PUBLISHED Feb 6, 2026 READ ON HERBIG.CO Dear Reader, What happens when you let an AI do the concept testing of design variations? I used Reforge's AI Concept testing* to find that out. As a prototype, I chose an app idea that lets you document taste notes from brewing specialty coffee. And I need your help exploring how AI-led interviews feel for participants (and improving the app design ☕️). I mostly went with their...
Product Practice #393 How much Money willthis Feature make? PUBLISHED Jan 30, 2026 READ ON HERBIG.CO I'm hosting my first free live webinar in 2026: Go From "We Need a Strategy" to "Here's Exactly What We're Doing and Why" — In 60 Minutes on Feb 11 at 5:00 PM CET (11:00 AM EST | 8:00 AM PT). Bring all your questions, and I will work through them on the spot. Note that there will be no recording - this is about hands-on interaction, not just information transmission. CLAIM YOUR FREE SPOT Dear...