reference delegation tool · SkyRun memory

What it is

sk-delegate — a shell command that generates a comprehensive kickoff document for any of Joseph's Cowork exec personas. Matches Joseph's preferred comprehensive-handoff pattern (phone/email rules, memory links, non-negotiables, deliverables template, timeline).

Command

bash
sk-delegate --target <persona> --topic "<short subject>" [--urgency YYYY-MM-DD] [--context "..."] [--property-id R######]

Also available as direct Python:

bash
python3 ~/Library/Application\ Support/SkyRun/delegate.py ...

Targets

vp-dg — VP Demand Generation (scouting, enrichment, SmartLead, postcards, property research)
vp-finance — VP Finance (rental projections, deliverables, Net-to-Owner math)
vp-salesops — VP Sales Ops (HubSpot dashboards, lifecycle/pipeline, KeyData, DexAI)
vp-ops — VP Operations (ops selling sheet, municipality costs, BD→Ops handoff)
ea — Executive Assistant (inbox, file organization, transcription)

What it generates

A markdown kickoff doc at:

Property Deliverables/{slug}/Kickoff_{persona}.md — if topic contains "prep"/"walkthrough" or --property-id is passed
Delegation/{persona}/{date}/Kickoff_{persona}.md — for general delegations

The doc contains:
1. What this is (topic + date + due date)
2. Persona's role and remit
3. Non-negotiable rules (phone, email, commission, VT scope, voice)
4. Essential memory links (pre-curated based on persona)
5. Deliverables needed (template to fill in)
6. Timeline (template to fill in)
7. Reference artifacts on disk
8. Success criteria
9. Kickoff expectations (first-reply checklist for the persona)

How to use

Example:

bash
sk-delegate --target vp-dg --topic "Stephen Weber prep" \
  --urgency 2026-04-26 \
  --context "Mon 7am walkthrough at 103 Reserve Way. Rachel booked + attending. Full deliverable package needed."

Output:

Writes kickoff to disk
Prints file path + a ready-to-paste opener for the Cowork conversation

Joseph's workflow:
1. Run sk-delegate ... in Terminal
2. Edit the "Deliverables needed" + "Timeline" + "Done looks like" sections (the only parts not auto-generated)
3. Open the target persona's Cowork conversation
4. Paste the opener line the command printed
5. Persona picks up the file path, reads, begins

Files

Script: ~/Library/Application Support/SkyRun/delegate.py (Python, no dependencies)
Shell alias: ~/bin/sk-delegate

Why this exists

Joseph's persona-handoff pattern (per feedback_persona_handoff_pattern.md) is to produce comprehensive docs, not fresh starts. Manually assembling these every time was repetitive — memory links, rules, references, templates are the same 90% of the time. sk-delegate removes that ceremony; Joseph only writes the truly unique parts (deliverables + timeline + context).

Scales with the ambient system: the more delegations Joseph does, the more this saves.