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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
Use it in my AI

How to use it

  1. Start your plan and connect your AI once
  2. Ask for the task in your own words, or say it directly:
Use the Execute skill to help me with this.

Without a connection: copy the SKILL.md below into your AI's project instructions.

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