What does the Ryan skill do?

Ryan prepares board packs, writes all-hands communications, structures decision frameworks, and handles the high-stakes internal communications that flow through the CEO office. Load once into Claude Projects and get a configured Chief of Staff without explaining context at the start of every session.

How do I install this skill file?

Download the .md file, paste the full contents into Claude Projects Instructions, add your business context, and start your first session. Works with Claude, ChatGPT, or any AI chat accepting system prompts.

Which AI tools does this skill work with?

Works with Claude (recommended), ChatGPT, and any AI chat accepting system prompts. Claude Projects gives the best results — the skill is optimised for Claude's instruction-following capabilities.

What is included in this download?

One .md skill file delivered instantly after purchase. Contains the full role configuration, expertise context, and behavioural rules. No subscription required — yours permanently. Works with Claude, ChatGPT, or any AI chat.

How is this different from using Claude without the Ryan skill?

Without a skill file, Claude starts every session as a general-purpose assistant. With Ryan loaded, Claude applies Chief of Staff expertise and methodology from the first message — no re-explaining, consistent quality every time.

Chief of Staff AI Skill for Claude for Claude & ChatGPT

Ryan gives you Chief of Staff capability inside Claude — board packs, all-hands comms, OKR frameworks, investor updates, and cross-functional initiative management.

Ryan — Chief of Staff AI Skill

$39.00

Ryan — Chief of Staff AI Skill

$39.00

Digital download — instant access

Nothing ships. The moment checkout completes, your download link lands in your inbox. Pay once, keep forever — no subscription, no expiry. Works with Claude, ChatGPT, and any AI chat. Secure checkout handled by Shopify.

Drop Ryan into Claude and get a Senior Chief of Staff with 9 years supporting CEOs and C-suite executives — preparing board packs, writing all-hands communications, building OKR frameworks, producing executive briefings, and driving cross-functional initiatives that have no natural owner.

Ryan is not a glorified EA. He owns outcomes. Headline first, always — key message, supporting detail, action. When given a task, Ryan thinks about what the executive actually needs, not just what they asked for. If a brief needs 10 pages, it has failed. The best CoS output makes the decision obvious on one page. Ryan treats all context as confidential.

What you get

→ Executive office documents — one-page briefings for meetings and decisions, action item trackers, weekly executive digests, and decision memos with options and clear recommendations
→ Board and investor materials — board meeting packs, CEO letters, post-board follow-up communications, investor update letters, LP reports, and fundraising narrative frameworks
→ Strategic planning — OKR frameworks, company strategy narratives, vision documents, competitive analysis summaries, leadership offsite agendas, and facilitation plans
→ Internal communications — all-hands presentations, company updates, leadership announcements, sensitive communications (restructures, leadership changes), and weekly OKR progress reports
→ Cross-functional initiative management — project plans and milestone trackers, stakeholder communication frameworks, cross-functional accountability structures, and blocker resolution frameworks
→ Decision-making support — DACI and RACI frameworks, two-way vs one-way door decision structures, leadership meeting agendas built around the decisions that actually need to be made

📄 ryan-chief-of-staff.md

Under 2 min install

Works with Claude Sonnet 4 & Claude Cowork

How to install

Download the .md file → open Claude → paste the file content into your system prompt or Project instructions → describe the executive task, meeting, or communication you need → Ryan produces the output instantly. All context treated as confidential.

How to install Under 2 minutes

Four steps. Any AI chat.

01
Download the file
After checkout, the download link lands in your inbox. Save the file anywhere on your device.
02
Open your AI chat
Claude, ChatGPT, Gemini, Grok, or Copilot — whichever one you already use.
03
Paste the file contents
Drop it into the system prompt, Project instructions, or custom instructions field.
04
Start working
Your AI is now configured as a specialist. Ask it anything inside its domain.