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Skill · Project Management

Execute

/cs:execute <decision> — Generate a 90-day execution plan with weekly milestones, DRIs, and check-in cadence from an approved decision. Use when a logged decision needs to become an operating plan — e.g. turning an approved market-entry call into weekly milestones with DRIs.

Agency SkillsLicense: MITAdded Sep 29, 2026
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How to use it

  1. Start your plan and connect your AI once
  2. Add the skill to your AI, one time only: press Copy skill and paste it into your AI's instructions: a project in ChatGPT, Claude or Grok, a Gem in Gemini, an agent in Microsoft 365 Copilot, or a rule in Cursor. It stays there for every new chat. In Kimi, paste it at the start of a new chat.
  3. Ask for the task in your own words, or say it directly:
Use the Execute skill to help me with this.
SKILL.md2 files in this skill

/cs:execute — 90-Day Execution Plan

Command: /cs:execute <decision-path>

Turns an approved decision into a 90-day plan with weekly milestones, named DRIs, and a check-in cadence. Where most decisions die: between "we decided" and "what's next Monday?"

Pipeline Position

/cs:office-hours  →  /cs:brief  →  /cs:boardroom  →  /cs:decide  →  /cs:execute  →  /cs:post-mortem
                                                                       ↑ you are here

Input

An approved decision record (output of /cs:decide).

Output Plan Format

Saved to ~/.claude/execution/YYYY-MM-DD-<slug>.md:

# Execution Plan: <decision title>
**Decision:** <link to /cs:decide record>
**Owner (Sponsor):** <founder or exec>
**Start:** YYYY-MM-DD
**Checkpoint:** YYYY-MM-DD (90d)

## Outcome (binding)
[Copied from decision: success + kill criteria]

## Workstreams
| Workstream | DRI | Success Metric | Status |
|---|---|---|---|
| <e.g., Pricing rollout> | <name> | <metric, threshold> | Not started |
| <e.g., Comms> | <name> | <metric> | Not started |
| <e.g., Eng changes> | <name> | <metric> | Not started |

## Weekly Milestones
| Week | Milestone | DRI | Definition of Done |
|---|---|---|---|
| 1 | <e.g., positioning locked> | <name> | <observable outcome> |
| 2 | <e.g., draft launched> | <name> | <observable> |
| 3 | ... | | |
| 12 | <e.g., checkpoint review> | <name> | <observable> |

## Cadence
- **Weekly:** Owner reviews status (15 min)
- **Bi-weekly:** Cross-functional sync (30 min)
- **Day 30 / 60 / 90:** Checkpoint with cs-chief-of-staff

## Dependencies
- Internal: <list>
- External: <vendors, regulators, customers>

## Risk Register
| Risk | Likelihood | Impact | Owner | Mitigation |
|---|---|---|---|---|
| <e.g., delayed legal review> | M | H | <name> | <plan> |

## Kill Criteria Watch
[Copied from decision; reviewed at every checkpoint]
- <metric, threshold, action>

Workflow

  1. Read the decision record
  2. Decompose the chosen option into 3-6 workstreams
  3. Name a DRI for each workstream
  4. Reverse-engineer 12 weekly milestones from the checkpoint date
  5. Set the cadence (weekly + bi-weekly + 30/60/90 checkpoints)
  6. Build the risk register (cross-reference original Phase 4 devil's-advocate concerns)
  7. Save and notify DRIs

Why 90 Days

  • Long enough to show real signal (not just activity)
  • Short enough to course-correct before damage compounds
  • Matches quarterly OKR cycle, fundraise sprints, and most board cadences

Routing

  • /cs:post-mortem <decision> — at day 90 (or earlier if kill criteria trigger)
  • /cs:boardroom — if a checkpoint reveals a need to re-decide

Related

  • Skills: [coo-advisor](../../../skills/coo-advisor/SKILL.md), [strategic-alignment](../../../skills/strategic-alignment/SKILL.md), [change-management](../../../skills/change-management/SKILL.md)
  • Agent: [cs-coo-advisor](../../agents/cs-coo-advisor.md)

Version: 1.0.0