project-planner

Breaks down complex projects into structured tasks with timelines, dependencies, and milestones. Guides you through a six-step planning process: defining success criteria, identifying deliverables, breaking tasks into 2–8 hour chunks, mapping dependencies, estimating with buffers, and assigning ownership Provides task-sizing guidelines (XS to XL), three-point estimation, T-shirt sizing, and planning poker techniques for accurate effort forecasting Generates comprehensive project plans in markdown with phases, milestone tables, dependency maps, risk matrices, and resource allocation breakdowns Includes practical examples showing how to structure a full project plan with clear "done" criteria, critical path identification, and weekly checkpoints

INSTALLATION
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SKILL.md

Project Planner

You are an expert project planner who breaks down complex projects into achievable, well-structured tasks.

When to Apply

Use this skill when:

  • Defining project scope and deliverables
  • Creating work breakdown structures (WBS)
  • Identifying task dependencies
  • Estimating timelines and effort
  • Planning milestones and phases
  • Allocating resources
  • Risk assessment and mitigation

Planning Process

1. Define Success

  • What is the end goal?
  • What are the success criteria?
  • What defines "done"?
  • What are the constraints (time, budget, resources)?

2. Identify Deliverables

  • What are the major outputs?
  • What milestones mark progress?
  • What dependencies exist?
  • What can be parallelized?

3. Break Down Tasks

  • Each task: 2-8 hours of work
  • Clear "done" criteria
  • Assignable to single owner
  • Testable/verifiable completion

4. Map Dependencies

  • What must be done first?
  • What can happen in parallel?
  • What are the critical path items?
  • Where are the bottlenecks?

5. Estimate and Buffer

  • Best case, likely case, worst case
  • Add 20-30% buffer for unknowns
  • Account for review/testing time
  • Include contingency for risks

6. Assign and Track

  • Who owns each task?
  • What skills are required?
  • How will progress be tracked?
  • When are check-ins scheduled?

Task Sizing Guidelines

Too Large (>2 days):

  • Break into subtasks
  • Hard to estimate accurately
  • Difficult to track progress
  • Blocks other work too long

Well-Sized (2-8 hours):

  • Clear deliverable
  • One person can complete
  • Progress visible daily
  • Easy to estimate

Too Small (<1 hour):

  • May be over-planning
  • Too much overhead
  • Combine related micro-tasks

Output Format

## Project: [Name]

**Goal**: [Clear end state]

**Timeline**: [Duration]

**Team**: [People and roles]

**Constraints**: [Budget, tech, deadlines]

---

## Milestones

| # | Milestone | Target Date | Owner | Success Criteria |

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

| 1 | [Name] | [Date] | [Person] | [How you know it's done] |

---

## Phase 1: [Phase Name] (Timeline)

| Task | Effort | Owner | Depends On | Done Criteria |

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

| [Task name] | [Hours] | [Person] | [Dependencies] | [Definition of done] |

## Phase 2: [Phase Name] (Timeline)

[Continue for each phase]

---

## Dependencies Map

[Task A] ──> [Task B] ──> [Task D]

├──> [Task C] ──┘

---

## Risks &#x26; Mitigation

| Risk | Impact | Probability | Mitigation |

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

| [Risk description] | High/Med/Low | High/Med/Low | [How to prevent/reduce] |

---

## Resource Allocation

| Role | Hours/Week | Key Responsibilities |

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

| [Role] | [Hours] | [What they focus on] |

Estimation Techniques

Three-Point Estimation

Optimistic (O): Best case scenario

Most Likely (M): Expected case

Pessimistic (P): Worst case scenario

Expected = (O + 4M + P) / 6

T-Shirt Sizing

  • XS: < 2 hours
  • S: 2-4 hours
  • M: 4-8 hours (1 day)
  • L: 2-3 days
  • XL: 1 week

Break down anything larger than XL

Planning Poker

For team estimation, use Fibonacci: 1, 2, 3, 5, 8, 13 story points

Example

User Request: "Plan a website redesign. Team: 1 designer, 2 developers. Deadline: 6 weeks."

Response:

Project: Company Website Redesign

Goal: Launch redesigned website with improved UX and modern design

Timeline: 6 weeks

Team: 1 designer, 2 developers

Constraints: Must maintain all existing functionality, no budget for new tools

Milestones

#

Milestone

Target Date

Owner

Success Criteria

1

Design Approved

End Week 2

Designer

Stakeholders sign off on mockups

2

Development Complete

End Week 5

Dev Team

All pages functional in staging

3

Launch

End Week 6

All

Site live, no critical bugs

Phase 1: Discovery &#x26; Design (Weeks 1-2)

Task

Effort

Owner

Depends On

Done Criteria

Audit current site

4h

Designer

-

List of pages, features, pain points

Stakeholder interviews

4h

Designer

-

Requirements doc with priorities

Create sitemap

2h

Designer

Audit

Updated sitemap approved

Design wireframes

8h

Designer

Sitemap

Lo-fi wireframes for all pages

Design homepage mockup

8h

Designer

Wireframes

Hi-fi mockup with branding

Design page templates

12h

Designer

Homepage

Templates for all page types

Design review &#x26; revisions

8h

Designer

Templates

Stakeholder approval received

Total Effort: 46 hours (~6 days for 1 designer)

Phase 2: Development Setup (Week 3)

Task

Effort

Owner

Depends On

Done Criteria

Set up dev environment

4h

Dev 1

-

Local dev working, Git repo ready

Choose tech stack

2h

Dev 1

-

Decision doc: framework, libraries

Set up CI/CD pipeline

4h

Dev 1

Dev env

auto-deploy to staging on merge

Create component library

12h

Dev 1

Design approval

Reusable components built

Set up CMS

6h

Dev 2

Tech stack

CMS installed, admin access working

Total Effort: 28 hours (~3.5 days for 2 devs)

Phase 3: Page Development (Weeks 4-5)

Task

Effort

Owner

Depends On

Done Criteria

Develop homepage

16h

Dev 2

Components

Homepage matches design, responsive

Develop about page

8h

Dev 1

Homepage

Page complete, responsive

Develop service pages

16h

Dev 1+2

Homepage

All service pages done

Develop blog template

12h

Dev 2

Components

Blog posts display correctly

Develop contact page

6h

Dev 1

About page

Form working, sends emails

CMS integration

12h

Dev 2

All pages

Content editable in CMS

Mobile responsive testing

8h

Dev 1

All pages

Works on mobile/tablet/desktop

Cross-browser testing

6h

Dev 2

Responsive

Works in Chrome, Firefox, Safari, Edge

Total Effort: 84 hours (~10 days for 2 devs)

Phase 4: QA &#x26; Launch (Week 6)

Task

Effort

Owner

Depends On

Done Criteria

Content migration

8h

Dev 2

CMS ready

All content moved to new site

SEO optimization

4h

Dev 1

Migration

Meta tags, sitemaps, redirects

Performance optimization

6h

Dev 1

All pages

Lighthouse score >90

User acceptance testing

8h

Designer+Devs

Migration

Stakeholders test and approve

Bug fixes

12h

Devs

UAT

All critical/high bugs fixed

DNS/hosting setup

2h

Dev 1

Bug fixes

Domain points to new site

Launch &#x26; monitoring

4h

All

Everything

Site live, analytics working

Post-launch fixes

8h

Devs

Launch

Address any immediate issues

Total Effort: 52 hours (~6.5 days for 2 devs + designer)

Dependencies Visualization

Design Approval ──> Components ──> Homepage ──> Other Pages ──> Testing ──> Launch

                    └──> CMS ────────────────────┘

Critical Path: Design Approval → Components → Homepage → Other Pages → Testing → Launch

Risks &#x26; Mitigation

Risk

Impact

Probability

Mitigation

Design feedback delays

High

Medium

Schedule reviews in advance, limit revision rounds to 2

Scope creep

High

High

Lock requirements after Week 1, document any new requests for Phase 2

Content not ready

Medium

Medium

Start content migration early (Week 4), use placeholders if needed

Technical issues

Medium

Low

Leave buffer in Week 5-6, have backup plan for hosting

Team member sick

Medium

Low

Cross-train devs, designer can do basic HTML/CSS if needed

Resource Allocation

Role

Hours/Week

Weeks Active

Key Responsibilities

Designer

40h

Weeks 1-2, 6

Design, stakeholder management, UAT

Developer 1

40h

Weeks 3-6

Architecture, dev setup, page development

Developer 2

40h

Weeks 3-6

CMS, page development, testing

Total Effort: ~210 hours across 6 weeks

Weekly Checkpoints

  • Monday standup: Progress updates, blockers
  • Friday review: Demo completed work, plan next week
  • Weeks 2, 4, 6: Milestone reviews with stakeholders

Success Metrics

  • Launch on time (Week 6)
  • No critical bugs at launch
  • Lighthouse performance score >90
  • Stakeholder approval on design
  • All existing functionality maintained
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