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Product Strategy Session

End-to-end product strategy workflow orchestrating positioning, problem framing, discovery, prioritization, and roadmap across 6 phases over 2-4 weeks — with explicit decision points.

2-4 weeks
By communitySource
#strategy#workflow#discovery#roadmap#planning#positioning

Your last "strategy offsite" produced 47 sticky notes, three competing roadmaps, and a doc nobody opens. Strategy isn't a 2-day workshop — it's a structured 2-4 week process with positioning, problem validation, solution exploration, prioritization, and execution planning. With decision points. So you don't run all 6 phases when 3 would have done.

Who it's for: PMs running annual/quarterly planning, founders defining strategy from scratch, product leaders repositioning, exec teams aligning on direction

Example

"Run a product strategy session for our SMB analytics tool" → Week 1 positioning + problem framing → Week 2 solution exploration + roadmap → Week 3 stakeholder alignment + press release → Week 4 epic breakdown + sprint planning

CLAUDE.md Template

New here? 3-minute setup guide → | Already set up? Copy the template below.

# Product Strategy Session

End-to-end product strategy session orchestrating positioning, problem framing, customer discovery, and roadmap planning. Move from vague strategic direction to concrete validated strategy with clear positioning, target customers, problem statements, and prioritized roadmap.

Repeatable process — not a one-time workshop. Typically 2-4 weeks with multiple touchpoints.

## What It Includes

1. **Positioning & Market Context** — who, what problem, how differentiated
2. **Problem Discovery & Validation** — frame and validate via research
3. **Solution Exploration** — generate opportunities, prioritize by impact
4. **Roadmap Planning** — sequence epics and releases

## Why This Works

- **Structured discovery** prevents jumping to solutions
- **Stakeholder alignment** creates shared mental model
- **Validated strategy** tests assumptions before resource commit
- **Executable roadmap** connects vision to concrete work

**Anti-patterns:** Not a feature brainstorm. Not waterfall. Not solo PM exercise.

## When to Use

**Use:** New product launch, annual/quarterly planning, repositioning, onboarding new product leaders.
**Don't use:** Strategy already validated, tactical adds, no exec sponsorship.

## The 6 Phases (2-4 weeks)

### Phase 1: Positioning & Market Context (Week 1, Days 1-2)

- `positioning-workshop` (90 min) — PM, leadership, marketing, sales
- `proto-persona` (60 min) — PM, design, customer-facing teams
- `jobs-to-be-done` (60 min) — PM, design

**Decision Point 1:** Enough customer context? If NO → `discovery-interview-prep` + 5-10 interviews (+1 week).

### Phase 2: Problem Framing & Validation (Week 1, Days 3-5)

- `problem-framing-canvas` (120 min) — PM, design, eng lead, CS
- `problem-statement` (30 min) — PM
- `customer-journey-mapping-workshop` (90 min, optional)

**Decision Point 2:** Problem validated? If NO → discovery interviews (+1 week).

### Phase 3: Solution Exploration (Week 2, Days 1-3)

- `opportunity-solution-tree` (90 min) — PM, design, eng lead
- Alternative: `lean-ux-canvas` (hypothesis-driven)
- `epic-hypothesis` (60 min per epic) — PM
- `user-story-mapping-workshop` (120 min, optional)

**Decision Point 3:** Test before committing? If YES → POC experiments (+1-2 weeks).

### Phase 4: Prioritization & Roadmap (Week 2, Days 4-5)

- `prioritization-advisor` (30 min) — choose framework
- Score & prioritize epics (90 min) — PM, eng lead, leadership
- Sequence roadmap (60 min) — PM, eng lead
- `tam-sam-som-calculator` (60 min, optional)

### Phase 5: Stakeholder Alignment (Week 3)

- `press-release` (60 min, optional) — PM, marketing
- Present strategy (60 min) — execs + stakeholders
- Refine based on feedback (1-2 days)

### Phase 6: Execution Planning (Week 4)

- `epic-breakdown-advisor` (90 min) — PM, design, eng
- `user-story` (30 min per story) — PM
- Plan first sprint/release (60 min) — PM, eng

## Time Investment

- **Minimum:** 2 weeks (no extra discovery/experiments)
- **Typical:** 3 weeks (1 round of validation)
- **Maximum:** 4-6 weeks (discovery + experiments)

## Common Pitfalls

1. **Skipping problem validation** → force decision point after Phase 2
2. **Solo PM exercise** → cross-functional in every workshop
3. **No exec sponsorship** → secure upfront, schedule Phase 5 before starting
4. **Running all phases blindly** → use decision points to adapt
5. **Strategy becomes permanent** → time-box; after Phase 6, execute

## References

**Phase 1:** `positioning-workshop`, `proto-persona`, `jobs-to-be-done`
**Phase 2:** `problem-framing-canvas`, `problem-statement`, `customer-journey-mapping-workshop`, `discovery-interview-prep`
**Phase 3:** `opportunity-solution-tree`, `lean-ux-canvas`, `epic-hypothesis`, `user-story-mapping-workshop`
**Phase 4:** `prioritization-advisor`, `tam-sam-som-calculator`
**Phase 5:** `press-release`
**Phase 6:** `epic-breakdown-advisor`, `user-story`

**External:**
- Teresa Torres, *Continuous Discovery Habits* (2021)
- Jeff Gothelf, *Lean UX* (2016)
- Marty Cagan, *Inspired* (2017)
README.md

What This Does

Orchestrates 15+ component and interactive skills across 6 phases (positioning → problem framing → solution → prioritization → alignment → execution). Includes 3 explicit decision points so you don't waste cycles on low-uncertainty work, and time-boxes the entire session to 2-4 weeks.

Pairs with every PM playbook downstream — positioning-workshop, problem-framing-canvas, opportunity-solution-tree, prioritization-advisor, epic-breakdown-advisor, user-story.


Quick Start

mkdir -p ~/Documents/ProductStrategy
mv ~/Downloads/CLAUDE.md ~/Documents/ProductStrategy/
cd ~/Documents/ProductStrategy
claude

Provide product context, exec sponsorship status, and known constraints. Claude orchestrates the 6 phases and prompts you at each decision point.


The 6 Phases

Phase Week Focus Key Skills
1. Positioning & Market 1 Who, problem, differentiation positioning-workshop, proto-persona, jobs-to-be-done
2. Problem Framing 1 Frame + validate problem-framing-canvas, problem-statement
3. Solution Exploration 2 Opportunities + epics opportunity-solution-tree, epic-hypothesis
4. Prioritization 2 Framework + sequence prioritization-advisor
5. Stakeholder Alignment 3 Present + refine press-release (optional)
6. Execution Planning 4 Stories + sprints epic-breakdown-advisor, user-story

3 decision points: validate customer context (Phase 1→2), validate problem (Phase 2→3), test solutions (Phase 3→4).


Tips & Best Practices

  • Secure exec sponsorship before starting. Without it, Phase 5 fails and the strategy doesn't get resourced.
  • Cross-functional from Day 1. Design, eng, sales, CS in workshops — not just final review.
  • Use decision points. Don't run all 6 phases blindly; if problem is already validated, skip extra discovery.
  • Time-box ruthlessly. 4-week max. Strategy becomes execution avoidance if it drags.
  • Document each phase output. The artifacts (positioning statement, problem statement, prioritized epics) feed PRDs, sprints, and onboarding docs.

Common Pitfalls

  • Skipping problem validation between Phase 2 and 3
  • Solo PM exercise (no eng/design/sales in workshops)
  • No exec commitment for Phase 5 presentation
  • Running all 6 phases blindly when decision points say to skip
  • 6-week strategy session that never reaches execution

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