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:
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Product Practice #387 Can We Drive the Same Outcome for Different Customer Segments? READ ON HERBIG.CO PUBLISHED Dec 5, 2025 READING TIME 4 min & 40 sec Dear Reader, "An outcome is a measurable change in human behavior that creates business value." (via Josh Seiden). But what if different customer segments share the same problem? Should you repeat the outcome on your impact map? The answer: Yes—when it forces clarity. From the chapter "Targeted Discovery" in my Book Real Progress Let me give...
Product Practice #386 Why your Discovery Insightsneed an Expiration Date READ ON HERBIG.CO PUBLISHED Dec 29, 2025 READING TIME 5 min & 32 sec Dear Reader, "I believe we should split-test this change to the funnel." "No, we tried that 3 years ago. Didn't work." End of story...right? 9-ish years ago, I got to listen to Willem Isbrucker sharing his insights from running experiments at booking.com (famous for their quantitative data-first approach) at ProductTank Hamburg. Among other things, he...
Product Practice #385 Why Strategic THINKINGmatters more than THE Strategy READ ON HERBIG.CO PUBLISHED Nov 20, 2025 READING TIME 4 min & 5 sec Dear Reader, Will I meet you later today in Frankfurt? "We can't move forward until leadership finishes the strategy." I've heard this from countless product teams. Roadmap planning is on hold. OKRs feel arbitrary. Discovery lacks direction. Everything hinges on THE strategy document, which is perpetually "almost done." Here's what nobody wants to...