Now-Next-Later Roadmap

Create a Now-Next-Later roadmap using Janna Bastow's framework.

Works with:

• Linear MCP - Reads your projects and generates roadmap automatically
• GitHub MCP - Reads your projects/milestones and generates roadmap automatically
• Manual - Describe your projects directly

Entry Point

When this skill is invoked, start with:

━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
 NOW-NEXT-LATER ROADMAP
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━

Roadmaps should communicate sequence and certainty, not dates.

What do you want to do?

  1. Generate roadmap from Linear/GitHub
     → I'll fetch your projects and categorize them

  2. Create roadmap from description
     → Tell me about your projects

  3. Review existing roadmap
     → Paste your current roadmap for analysis

━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━

What This Does

Transforms your projects into a roadmap that communicates sequence and certainty without false dates.

Usage

/now-next-later

Optional parameters:

• /now-next-later --team [team-name] - Roadmap for specific team
• /now-next-later --export - Generate markdown/mermaid diagram
• /now-next-later --send-to-linear - Create Linear issues from roadmap

What Happens

1. Fetches projects from Linear or GitHub (if MCPs configured)
2. Applies Janna Bastow's framework:
   • NOW: High certainty, committed work (current sprint/cycle)
   • NEXT: Medium certainty, exploring solutions (next 1-2 cycles)
   • LATER: Low certainty, ideas and options (future, TBD)
3. Categorizes projects based on:
   • Certainty level
   • Dependencies
   • Discovery state
   • Team capacity
4. Generates roadmap showing sequence without dates

Linear Integration

When you use --send-to-linear, the command creates Linear issues with clear categorization:

How Issues Are Categorized

Each issue gets:

• Title prefix: [NOW], [NEXT], or [LATER] for instant visibility
• Description: Includes priority category, rationale, dependencies, and success criteria
• Priority level: Set appropriately (1 for NOW, 2 for NEXT, 0 for LATER)

Finding Your Roadmap Issues in Linear

Create saved views to organize roadmap items:

1. Go to your team's Issues page in Linear
2. Click Filters button
3. Add filter: Select Content → type [NOW] (or [NEXT] or [LATER])
4. Click "Save as View" - Name it "🎯 NOW Roadmap Items"
5. Repeat for NEXT and LATER

Recommended views:

• 🎯 NOW Roadmap Items - Filter: Content: [NOW]
• ➡️ NEXT Roadmap Items - Filter: Content: [NEXT]
• 🔮 LATER Roadmap Items - Filter: Content: [LATER]

Example Output

📅 Now-Next-Later Roadmap

🎯 NOW (High certainty - we're building this)
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
✓ [PROJ-12] Mobile app redesign
  Status: In progress, 60% complete
  Why Now: User research done, designs validated, eng capacity allocated

✓ [PROJ-18] Payment flow optimization
  Status: Ready to build
  Why Now: Critical for Q1 revenue goal, solution de-risked

➡️ NEXT (Medium certainty - we're exploring)
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
○ [PROJ-24] AI recommendation engine
  Status: Discovery phase
  Why Next: Technical feasibility confirmed, need to validate value
  Dependencies: Waiting on data pipeline completion

○ [PROJ-31] Team collaboration features
  Status: Solution being explored
  Why Next: Customer demand validated, choosing between 3 approaches

🔮 LATER (Low certainty - we're considering)
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━
◌ API v3 rewrite
  Why Later: Need to validate API v2 usage first

◌ Enterprise SSO
  Why Later: Depends on enterprise market traction

◌ Mobile widgets
  Why Later: Interesting idea, needs customer validation

💡 Roadmap Principles:
- NOW = Committed (we're doing this)
- NEXT = Probable (we're likely doing this if discovery goes well)
- LATER = Possible (we might do this, many options)
- No fake dates - communicate sequence and certainty instead

Integration Options

With Linear MCP: Automatically fetches Linear projects and roadmap data.

With GitHub MCP: Automatically fetches GitHub Projects and Milestones.

Manual mode: Describe your projects and the command will organize them:

Help me organize these projects into a Now-Next-Later roadmap: [paste projects]

Learn More

See the full Now-Next-Later framework at: frameworks/planning/now-next-later.md

---

Framework: Janna Bastow (ProdPad, Mind the Product) Best for: Roadmap communication, stakeholder alignment, embracing uncertainty AI-era adaptation: Roadmaps update faster with rapid prototyping - keep them flexible