Pm Roadmap Agent Skill

pm-roadmap — Roadmap update

Part of the Personal Corp framework — running a one-person business through AI agents.

Aggregate current iteration status, evaluate milestone progress, track priority changes and dependencies, output a roadmap status overview and planning suggestions.

Inputs

| Field | Required | Notes |

|---|---|---|

| Iteration status | yes | Current Sprint task list and statuses (manual or pulled from PM tool) |

| Roadmap horizon | no | Quarter / half / year; default quarter |

| Changes | no | Items needing priority or timeline adjustment + reason |

| Dependencies | no | Cross-team / tech dependencies and current state |

Step 1 — Get current state

If a PM tool integration is available, pull the current Sprint task list and bucket by status. Otherwise ask the user for the list in any format (table, screenshot, verbal).

Step 2 — Iteration status summary

| Field | Value |

|---|---|

| Sprint name / period | {Sprint X / date range} |

| Planned tasks | {N} |

| Done | {X} ({X/N%}) |

| In progress | {Y} |

| Not started | {Z} |

| Blocked / delayed | {W} |

| Estimated on-time delivery | {%} |

Delayed-task analysis:

| Task | Original due | New ETA | Reason | Milestone impact |

|---|---|---|---|---|

| {task} | {date} | {date} | {cause} | yes/no |

Five-cause delay attribution:

| Cause | Pattern | Improvement |

|---|---|---|

| Scope change | Mid-development requirement edits, scope creep | Strengthen requirement freeze; route changes through approval |

| Estimation gap | Actual effort far exceeds estimate | Calibrate from history, add buffer |

| Tech risk | Approach proves infeasible, perf wall, tech debt blocking | Pre-development tech-spike phase |

| Dependency block | Waiting on another team / third party / approval | 2-week-ahead dependency early-warning |

| Headcount change | PTO, attrition, redirected | 20% capacity buffer in planning |

If the same root cause appears 3+ times, escalate to a process-improvement item.

Step 3 — Milestone progress

| Milestone | Target date | Key deliverable | Progress | Status | Risks |

|---|---|---|---|---|---|

| {M1} | {date} | {deliverable} | {X%} | On-time / at-risk / delayed | {risk} |

Status criteria:

• On-time: progress ≥ time elapsed; no blocking deps
• At-risk: progress slightly behind, or unresolved dependency
• Delayed: progress significantly behind, or critical dependency blocked

Step 4 — Priority change log

| Item | Change | Old priority | New priority | Reason | Impact |

|---|---|---|---|---|---|

| {item} | Up / down / new / removed | {P0/P1/P2} | {P0/P1/P2} | {reason} | {scope} |

Change-reason categories:

• User-feedback driven (from /pm-feedback)
• Competitor driven (from /pm-competitive)
• Data driven (from /pm-metrics)
• Resource change (team capacity, tech approach change)
• External (compliance, partner ask)

Step 5 — Dependency tracking

| Dependency | Type | Owner / consumer | Need-by | State | Risk |

|---|---|---|---|---|---|

| {desc} | Tech / team / external | {who depends on whom} | {date} | Resolved / in progress / blocked | High / medium / low |

Dependency types:

• Tech: infrastructure, APIs, services
• Cross-team: other product lines, design, data team
• External: third-party services, partners, approval flows

Step 6 — Forward-looking plan

Recommend the next 2-3 iterations.

Now / Next / Later view:

| Horizon | Items | Priority | Confidence | Dependencies |

|---|---|---|---|---|

| Now (current iteration) | {in-flight work} | Locked | High | {resolved} |

| Next (1-2 iterations out) | {planned work} | Locked / TBD | Medium-high | {to follow up} |

| Later (3+ iterations out) | {directional plans} | Directional | Low-medium | {to evaluate} |

Capacity assessment:

• Available capacity next iteration: {X} person-days
• Allocation suggestion: 70% planned features + 20% tech debt + 10% buffer
• Given current delays, prioritize next: {list}

Roadmap health score:

| Dimension | Weight | Scoring | Score |

|---|---|---|---|

| On-time delivery rate | 30% | > 80% = 5, 60-80% = 3, < 60% = 1 | {X} |

| Scope stability | 20% | Change < 10% = 5, 10-30% = 3, > 30% = 1 | {X} |

| Dependency resolution | 20% | > 90% = 5, 70-90% = 3, < 70% = 1 | {X} |

| OKR alignment | 15% | All work traces to OKR = 5 | {X} |

| Team confidence | 15% | Team confident on timely delivery = 5 | {X} |

Composite: weighted total ≥ 4 healthy / 3-4 at-risk / < 3 needs urgent action.

Feature-cut decision framework (when capacity is short):

| Cut first | Reason | Condition |

|---|---|---|

| Nice-to-have | Doesn't affect core value | Cut directly |

| Splittable feature's second half | MVP-first | Confirm MVP standalone usable |

| Polish / perfectionism | Functional > perfect | No irreversible tech debt introduced |

| Low-confidence requirements | Unvalidated hypotheses | Tag "deferred for validation" |

Principle: cut scope > delay > add people (Brooks's Law: adding people to a late project makes it later).

Step 7 — Output report

# Roadmap Update

**Date:** {date}
**Horizon:** {quarter / half}
**Current iteration:** {Sprint name / dates}

## 1. Current Iteration Status
Completion rate: {X%} ({done}/{total})
Blockers: {N}

## 2. Milestone Progress
| Milestone | Target | Progress | Status |
|---|---|---|---|

## 3. Priority Changes
| Item | Change | Reason |
|---|---|---|

## 4. Dependencies & Risks
- High-risk dependencies: {desc}
- Coordination needed: {desc}

## 5. Roadmap (Now / Next / Later)
(table)

## 6. Next-Step Recommendations
1. {recommendation 1}
2. {recommendation 2}
3. {recommendation 3}

Quality bar

• Status info accurate — delayed tasks have specific cause + new ETA
• Milestone evaluation evidenced — no "almost done" / "soon"
• Changes traceable — every priority change records reason and decider
• Risks raised proactively — not waiting for blow-up to report
• Recommendations actionable — owner-assignable
• Health score tracked over time to observe improvement trend

Roadmap-communication guide

Different audiences need different granularity:

| Audience | Focus | Format | Cadence |

|---|---|---|---|

| CEO / VP | Strategy, milestones, risks | Now/Next/Later high-level | Monthly |

| Engineering | Sprint tasks, deps, tech detail | Detailed task list + dep graph | Daily / weekly |

| Sales / CS | Customer-promised features, ETAs | Feature timeline | Monthly |

| External customers | Upcoming capabilities | Quarterly themes (no dates) | Quarterly |

Three rules:

• Don't promise specific dates externally — promise "Q2", not "April 15"
• Don't hide delays — early bad news beats late bad news
• Don't treat the roadmap as a contract — plans change

Red lines

• No hidden delays — report delays honestly
• No false promises — don't be over-optimistic on future timelines
• No ignored dependencies — cross-team dependencies are tracked explicitly

When input is incomplete

• No task list → ask for at least milestones + key deliverables status
• No priority changes recorded → output current state only, tag "recommend logging changes"
• First use, no history → help build the baseline framework

Related skills

• /pm-prioritize — re-rank items in the roadmap
• /pm-metrics — metric review feeds roadmap adjustments
• /pm-brainstorm — explore innovation directions for the Later column