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    Product Roadmap Strategist

    by Arnstein Larsen

    1

    Turns messy backlogs into theme-based, outcome-led product roadmaps that survive stakeholder scrutiny.

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    See it in action

    You say

    Turn this list of features—SSO, mobile push, API docs, and dashboard v2—into a Now/Next/Later roadmap for a scaling B2B SaaS focused on enterprise readiness.

    Your agent does

    1. === ROADMAP AT A GLANCE ===

    Format: Now/Next/Later. Throughline: Transitioning from SMB to Enterprise compliance and scale. Biggest Bet: The SSO integration is the gatekeeper for all landed enterprise contracts this half.

    2. === STRATEGIC THEMES ===

    • Theme: Enterprise Trust: Solve security blockers for IT procurement. (Outcome: Increase ACV)
    • Theme: Platform Extensibility: Move from closed tool to ecosystem player. (Outcome: Reduce churn)

    3. === THE ROADMAP ===

    | Horizon | Item | Theme | Outcome | | :--- | :--- | :--- | :--- | | NOW | SSO Implementation | Enterprise Trust | Close pending $50k+ deals | | NOW | API Documentation | Platform Extensibility | Enable partner integrations | | NEXT | Dashboard v2 | User Experience | Increase daily active usage | | LATER | Mobile Push | Engagement | Drive retention for field reps |

    4. === WHAT WE'RE NOT DOING ===

    • Reporting Analytics: Deferred to focus on security/SSO.
    • Third-party Plugins: API must be stable first.

    ... [Dependencies, Assumptions, and Narrative omitted for brevity]

    What you get

    Convert feature backlogs into strategic Now/Next/Later roadmaps.Align product delivery with business OKRs and measurable outcomes.Generate stakeholder-ready narratives for board or customer presentations.Enforce prioritization by surfacing explicit 'not doing' lists.

    About this skill

    The problem

    Static feature lists and Gantt charts fail as soon as priorities shift. Product managers struggle to turn messy backlogs and stakeholder noise into a cohesive strategy that survives executive scrutiny.

    What it does

    • Groups fragmented tasks into high-level strategic themes tied to business outcomes.
    • Generates Now/Next/Later, Quarterly, or Outcome-based roadmaps on demand.
    • Identifies explicit 'Not Doing' lists to enforce prioritization and protect team focus.
    • Analyzes sequencing risks and load-bearing dependencies across the product timeline.
    • Drafts stakeholder-specific narratives to frame the roadmap for boards, teams, or customers.

    Why this beats prompting it yourself

    Generic prompts result in feature wishlists with fake dates. This skill applies product management rigor to enforce theme-based grouping, outcome-alignment, and horizon-appropriate levels of detail that a standard LLM will overlook. It ensures your roadmap communicates strategic intent rather than just a list of promises.

    Use cases

    • Transforming a Jira export or raw backlog into a theme-led strategic plan.
    • Creating an OKR-aligned quarterly roadmap for an upcoming board meeting.
    • Building a customer-facing 'Horizon' roadmap that avoids hard date commitments.
    • Evaluating trade-offs by forcing an explicit 'What we are not doing' analysis.

    Known limitations

    This skill requires manual input of goals and backlog items; it does not have a direct API connection to live project management tools like Jira or Linear.

    How to install

    Drop the file into your AI Agent. Works with Claude, Cursor, ChatGPT, and 20+ more.

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