I’m celebrating the five-year anniversary of Continuous Discovery Habits by inviting you to read it with me this June. As someone who leads product management and coaches product trios, I’ve seen how a shared discovery practice tightens alignment, speeds up learning, and drives outcomes. This month, we’ll go deep on prioritizing opportunities—not solutions—and I’ll guide you step by step so you can apply the ideas on your own team.
Each month, I’m releasing an in-depth reading guide that includes:
We’ll discuss each month’s reading in the comments, and we’ll gather quarterly on a live call to unpack real-world applications, trade wins and missteps, and keep the momentum going.
Joining late? No problem. I monitor the comments on each reading guide throughout the year. Start with the current month or go back to January—whatever works for you. Ask for help, share what’s working, and connect with other readers at any point.
If you want to participate, grab a copy of the book (or dust off your old copy), share the “Spread the Love” videos with your team, block time for the exercises, and register for the community sessions. Let’s do this.
This Month’s Reading
Chapter:
Estimated reading time: ~16 minutes
This month's chapter will introduce you to:
Need a copy? Grab the book
Share the Love with Friends and Colleagues
We learn best in community. Use these short videos to spread the key ideas across your product trios, engineering partners, and stakeholders. Invite them to read along with you so your discovery cadence—and your product strategy—advance together.
Reflect & Discuss What You Read
When we reflect and discuss what we read, we absorb more and apply it faster. This chapter challenges a deeply ingrained habit: prioritizing solutions. I’ve been in those meetings—spreadsheets full of features, heated roadmap debates, and a creeping sense that we’re optimizing outputs rather than outcomes. The shift to opportunity-first thinking changed how my teams frame bets, sequence discovery, and communicate product strategy.
Individual Reflection
Team Discussion
Put It Into Practice
This month is all about shifting from solution-first to opportunity-first thinking. These short, focused exercises will help your product trio practice opportunity prioritization and improve decision speed without sacrificing product discovery rigor.
Exercise: Map Your Roadmap to Opportunities
Time: 45 minutesDo this: With your product trio
Take your current roadmap or backlog and work backwards. For each planned feature or solution:
This exercise often reveals that you're either:
Use these insights to inform your next prioritization conversation.
Exercise: Practice Two-Way Door Thinking
Time: 30 minutesDo this: With your product trio
Choose 3-5 recent or upcoming product decisions. For each one, discuss:
The goal is to calibrate your team's decision-making speed. Two-way door decisions should be made quickly with "just enough" evidence. One-way door decisions deserve more deliberation and data.
Go Deeper: Additional Reading
If you prefer an audio summary of this month’s reading, including the book chapters and the following resources, I’ve included an audio version for members at the bottom of this post.
Related In-Depth Guides
Supplementary Reading
Related Courses
Our Live Discussion Schedule
Our live discussion sessions are for registered members. Sessions are not recorded. Invitations will go out two weeks before the scheduled event—reserve time now.
Audio Summary
Prefer to listen? Stream the audio overview here: June — Prioritizing Opportunities (audio).
Ready to put continuous discovery into action? Grab the book, share the videos with your team, schedule the exercises, and join the community sessions. Opportunity-first product strategy is a muscle we can build together.
The chapters we will be readingA preview of the most important concepts we'll be learning aboutShort videos you can share with friends and colleagues to help spread the ideasIndividual and team discussion questions to help you absorb and engage with the readingTeam exercises to help you put the ideas into practiceAdditional reading to help you go deeper on the core ideasChapter 7: Prioritizing Opportunities, Not SolutionsWhy product strategy happens in the opportunity space, not the solution spaceHow to focus on one target opportunity at a time to deliver value iterativelyUsing the tree structure to simplify prioritization decisionsThe four criteria for assessing opportunities: sizing, market factors, company factors, and customer factorsWhy treating prioritization as a messy, subjective decision leads to better outcomes than scoring formulasThe concept of two-way door decisions and how they apply to opportunity prioritizationWork on one small opportunity at a time – Reduce your batch sizeGetting started with compare and contrast decisions – Choose the right target opportunityTurn big intractable problems into smaller, more solvable problems – The power of decompositionThink about your team's current roadmap or backlog. How much of your time is spent prioritizing features versus understanding and prioritizing customer opportunities? What would change if you flipped that ratio?Reflect on the last time you made a product decision. Did you treat it as a one-way door (irreversible) or a two-way door (reversible)? How did that framing affect your decision-making process and timeline?Consider the four assessment criteria (opportunity sizing, market factors, company factors, customer factors). Which of these does your team currently emphasize most? Which do you tend to overlook or underweight?As a team, list the top 5-10 items on your current roadmap or backlog. For each one, try to identify the underlying customer opportunity it addresses. If you can't clearly articulate the opportunity, what does that tell you about how you're making decisions?The chapter argues against scoring formulas (like RICE or ICE) for prioritization, calling them "made-up math." If your team uses a scoring system, discuss: What is it really measuring? Does it help you make better decisions, or does it just make subjective decisions feel more objective?Walk through a recent prioritization decision. Did you assess options in isolation ("should we build this?") or compare and contrast them? How might your decision have been different with a compare-and-contrast approach?Identify the customer opportunity it's meant to addressWrite it as something a customer might say (e.g., "I can't find anything to watch" not "We need better search")Look for patterns: Are multiple solutions addressing the same opportunity? Are some solutions disconnected from any clear customer need?Spreading yourself thin across too many opportunitiesOver-investing in a single opportunity with multiple solutionsBuilding solutions with no clear opportunity attachedIs this a one-way door decision (hard to reverse) or a two-way door decision (easy to reverse)?If it's a two-way door, what's the smallest step we could take to learn whether we're on the right track?What would we need to see to know we made the wrong choice?If we realize we're wrong, how quickly could we course-correct?Opportunity Solution Trees: Visualize Your Discovery to Stay Aligned and Drive OutcomesCustomer Interviews: Uncover Hidden Insights from Every ConversationPrioritize Opportunities, Not Solutions7 Key Benefits of Using Opportunity Solution TreesProduct in Practice: How 2-Way Door Decisions Helped Simply Business Learn FastProduct in Practice: Getting Started with Opportunity Solution Trees at SuperAwesomeProduct Discovery Fundamentals: Learn a structured and sustainable approach to continuous discovery.Tuesday, June 16, 2026: 9am-10am PDTThursday, September 17, 2026: 9am-10am PDTWednesday, December 16, 2026: 9am-10am PST
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