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product-roadmapping
by spjoshis
Modular Claude plugins for agent-based expertise and reusable skills across software development and Agile. Easily extend, share, and automate best practices for modern development.
⭐ 1🍴 0📅 Dec 30, 2025
SKILL.md
name: product-roadmapping description: Master product roadmapping with strategic planning, OKRs, feature prioritization, timeline management, and stakeholder alignment for successful product delivery.
Product Roadmapping
Create strategic product roadmaps that align teams, communicate vision, and guide product development toward measurable business outcomes.
When to Use This Skill
- Planning product direction and strategy
- Aligning stakeholders on priorities
- Communicating product vision
- Setting quarterly or annual goals
- Release planning and scheduling
- Balancing strategic initiatives
- Managing stakeholder expectations
- Tracking progress toward objectives
Core Concepts
1. Roadmap Types
Now-Next-Later Roadmap:
- Now: Current quarter, committed features
- Next: Next quarter, high confidence
- Later: Future quarters, exploratory
Theme-Based Roadmap:
- Group features by strategic themes
- Less date-specific, more outcome-focused
- Examples: Performance, User Experience, Growth
Release-Based Roadmap:
- Organized by version releases
- Clear milestones and dates
- Examples: v1.0, v1.5, v2.0
2. OKR Framework
Structure:
Objective: What we want to achieve (qualitative)
├── Key Result 1: How we measure success (quantitative)
├── Key Result 2: How we measure success (quantitative)
└── Key Result 3: How we measure success (quantitative)
Example:
Objective: Become the leading project management tool for remote teams
Key Results:
- Increase MAU from 100K to 250K
- Achieve NPS score of 50+
- Reduce churn rate from 5% to 3%
3. Roadmap Components
- Vision: Long-term product direction
- Strategy: How to achieve the vision
- Goals: Specific objectives (OKRs)
- Themes: Strategic areas of focus
- Features/Epics: Major capabilities
- Timeline: When initiatives are planned
- Metrics: Success measures
Practical Patterns
Pattern 1: Now-Next-Later Roadmap
## Product Roadmap - Q1 2024
### NOW (Q1 2024) - In Development
**Theme: User Experience & Onboarding**
- ✅ Redesigned onboarding flow (95% complete)
- 🔄 In-app tutorials and tooltips (60% complete)
- 📋 Mobile app improvements (30% complete)
- 📋 Performance optimization (planning)
**Success Metrics:**
- New user activation: 40% → 60%
- Time to first value: 10min → 5min
### NEXT (Q2 2024) - High Confidence
**Theme: Collaboration & Teamwork**
- Real-time collaboration features
- Team workspace management
- Comments and mentions
- Notification system
**Success Metrics:**
- Teams created: +200%
- Daily active teams: 1000+
### LATER (Q3-Q4 2024) - Exploring
**Theme: Advanced Analytics**
- Custom reporting dashboard
- Data export capabilities
- API for integrations
- Advanced search and filters
**Success Metrics:**
- TBD based on customer feedback
Pattern 2: OKR-Based Roadmap
## 2024 Product OKRs
### Q1 OKR: Improve User Retention
**Objective:** Reduce churn and increase user engagement
**Key Results:**
- KR1: Reduce monthly churn from 5% to 3%
- KR2: Increase DAU/MAU ratio from 30% to 40%
- KR3: Achieve 70% user activation within 7 days
**Initiatives:**
| Initiative | Owner | Status | Impact on KRs |
|-----------|-------|--------|---------------|
| Onboarding redesign | Sarah | ✅ Done | KR3: +15% |
| Email retention campaign | Mike | 🔄 In Progress | KR1: -1% |
| In-app engagement prompts | Lisa | 📋 Planned | KR2: +5% |
---
### Q2 OKR: Drive Revenue Growth
**Objective:** Increase revenue through upgrades and expansions
**Key Results:**
- KR1: Increase conversion to paid: 2% → 4%
- KR2: Increase ARPU: $50 → $65
- KR3: Achieve 20% quarterly revenue growth
**Initiatives:**
- Feature-gated premium capabilities
- Team pricing tier
- Enterprise sales program
Pattern 3: Timeline Roadmap (Gantt-Style)
## Q1-Q2 2024 Release Plan
Jan | Feb | Mar | Apr | May | Jun
----|-----|-----|-----|-----|-----
███ Mobile v2.0 ███
└── UI Redesign
└── Performance
███ Analytics Dashboard███
███ API v2 ███
███ Integrations ███
Milestones:
📍 Jan 15: Mobile v2.0 Beta
📍 Feb 28: Mobile v2.0 GA
📍 Mar 31: Analytics Dashboard Beta
📍 May 15: API v2 Launch
📍 Jun 30: Integrations Marketplace
Pattern 4: Feature Roadmap with Prioritization
## Feature Roadmap - Prioritized
### Critical (P0) - Q1
| Feature | Business Value | Effort | Status |
|---------|---------------|--------|--------|
| SSO/SAML Auth | High (Enterprise) | 13 pts | ✅ Done |
| Mobile offline mode | High (Retention) | 21 pts | 🔄 In Prog |
| Data export | High (Compliance) | 8 pts | 📋 Planned |
### High Priority (P1) - Q2
| Feature | Business Value | Effort | Status |
|---------|---------------|--------|--------|
| Advanced permissions | Med (Enterprise) | 13 pts | 📋 Planned |
| Custom branding | Med (Upgrade) | 8 pts | 📋 Planned |
| Audit logs | Med (Compliance) | 5 pts | 📋 Planned |
### Medium Priority (P2) - Q3+
- Slack integration
- Zapier connectivity
- Webhooks API
- Custom fields
Pattern 5: Strategic Theme Roadmap
## 2024 Strategic Themes
### Theme 1: Enterprise Ready (40% capacity)
**Goal:** Make product enterprise-grade
- SSO and SAML authentication
- Advanced security features
- Compliance certifications (SOC 2, GDPR)
- Audit logs and monitoring
- SLA guarantees
**Success:** 50+ enterprise customers, $2M ARR
### Theme 2: Performance & Scale (30% capacity)
**Goal:** Support 10x user growth
- Database optimization
- Caching layer
- CDN integration
- Load testing
- Auto-scaling infrastructure
**Success:** 99.9% uptime, <100ms response time
### Theme 3: User Experience (20% capacity)
**Goal:** Best-in-class UX
- Onboarding redesign
- Mobile app improvements
- Accessibility (WCAG 2.1)
- Internationalization
**Success:** NPS 50+, 60% activation rate
### Theme 4: Platform & Integrations (10% capacity)
**Goal:** Ecosystem expansion
- Public API v2
- Webhooks
- OAuth integration
- Partner marketplace
**Success:** 20+ integrations, 1000+ API users
Best Practices
Roadmap Creation
- Start with strategy - Align with business goals
- Focus on outcomes - Not just features
- Stay flexible - Avoid rigid commitments far out
- Theme-based - Group by strategic objectives
- Time horizons - Now/Next/Later over exact dates
- Measurable goals - Use OKRs or KPIs
- Stakeholder input - Include customer feedback
- Regular updates - Review quarterly
Communication
- Audience-specific - Different views for different stakeholders
- Visual clarity - Easy to understand at a glance
- Context provided - Why, not just what
- Realistic commitments - Under-promise, over-deliver
- Transparent trade-offs - Explain prioritization decisions
- Regular updates - Keep stakeholders informed
- Two-way dialogue - Gather feedback
- Version control - Track changes over time
Prioritization
- Value vs. Effort - ROI-driven decisions
- Strategic alignment - Support company OKRs
- Customer impact - Data-driven insights
- Technical dependencies - Sequence appropriately
- Resource capacity - Realistic about team bandwidth
- Risk assessment - Technical and market risks
- Competitive pressure - Market awareness
- Regulatory requirements - Compliance needs
Tools and Templates
Roadmap Template
## [Product Name] Roadmap - [Year/Quarter]
**Vision:** [1-2 sentence product vision]
**Strategic Goals:**
1. [Goal 1]
2. [Goal 2]
3. [Goal 3]
### Q1 [Quarter Name]
**Theme:** [Strategic theme]
**Objective:** [What we want to achieve]
**Key Initiatives:**
- [ ] Initiative 1 (Priority: High, Effort: 13pts)
- [ ] Initiative 2 (Priority: High, Effort: 8pts)
- [ ] Initiative 3 (Priority: Med, Effort: 5pts)
**Success Metrics:**
- Metric 1: Target
- Metric 2: Target
### Q2 [Quarter Name]
[Similar structure]
### Future Considerations
- Research area 1
- Exploratory initiative 2
- Potential partnership 3
OKR Template
## [Quarter] OKRs
**Objective:** [Aspirational goal]
**Key Results:**
1. [Measurable outcome] - Current: X, Target: Y
- Initiative A (Owner: Name)
- Initiative B (Owner: Name)
2. [Measurable outcome] - Current: X, Target: Y
- Initiative C (Owner: Name)
3. [Measurable outcome] - Current: X, Target: Y
- Initiative D (Owner: Name)
**Dependencies:** [List any dependencies]
**Risks:** [Key risks to achievement]
Resources
- Product Roadmaps Relaunched: C. Todd Lombardo
- Inspired: Marty Cagan on product management
- OKR Guide: Google's OKR playbook
- ProductPlan: Roadmap software and templates
- Aha! Roadmaps: Strategic planning tools
- Roman Pichler: Product roadmap templates
Score
Total Score
60/100
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