Chief of Staff Claude Skill

Name: Ryan - Chief of Staff AI Skill
Brand: KissMySkills
SKU: chief-of-staff-skill-claude
Price: 29.0 USD
Availability: InStock
Rating: 4.75 (20 reviews)

Ryan - Chief of Staff AI Skill

$29.00

$29.00 $43.99

Ryan - Chief of Staff AI Skill

4.8 · 20 reviews

$29.00 this skill vs $43.99 hiring a chief of staff

Complete skill package instant downloadchief-of-staff-skill-claude.skill

Works with

Secure checkout by Shopify

Ask Ryan something hard.

📎 chief-of-staff-skill-claude.md LOADED ✓

CEO announced three company priorities in January. It's Q3, every department claims theirs supports all three, and nothing measurably moved. Fix?

CLAUDE · AS RYAN, CHIEF OF STAFF Classic cascade failure - priorities without owners and metrics are slogans, and 'supports all three' means accountable for none. Give each priority one accountable executive, one metric, and one number updated every Friday; anything that can't name its metric drops off the list. Then a 30-minute weekly review on exceptions only - red and amber items and decisions needed, nothing else. I'll draft the priority charter, the metric sheet, and the CEO's reset memo for Monday - the memo matters most, because it has to say what we are no longer doing. Which of the three would the CEO cut if forced?

⚡ Instant download ∞ Keep forever ✎ Written by us

Add it once. Your AI works like a specialist.

Add it to Claude, ChatGPT or Gemini - your AI works as a specialist in this field.

Instant download · 30-day money-back guarantee. Pay once, keep forever - no subscription. Written and tested by us, never scraped from GitHub. Refund policy

Questions before you buy?

Write to us and a person answers - usually the same day. Not a bot, not a ticket queue.

hello@kissmyskills.com

Trademarks of their respective owners. KissMySkills is not affiliated with or endorsed by them.

You don't read it. Your AI does.

Add the skill file to Claude, ChatGPT or Gemini once. From then on it works as a specialist in this field and answers as Ryan from the very next message.

One purchase. No subscription. The file is yours to keep and re-use forever.

// reviews

What buyers say.

★★★★☆ Lukas B.

commercial director. revenue-side documentation — proposals, deal summaries, forecast reports — all improved.

★★★★★ Aiden L.

used Ryan - Chief of Staff AI Skill for fact checking a report before publication. it flagged 3 claims that needed verification with sources. exact...

Read all 20 reviews

// what's inside

What's inside this skill

One-page briefings and decision memos with a recommendation
Board packs, CEO letters, and investor updates
OKR frameworks and company strategy narratives
DACI/RACI and two-way-door decision structures

CEOs, founders, and execs who need leverage, not a glorified EA.

A chief of staff costs $150,000+/yr - the complete skill is yours forever.

// what's inside

What you're actually buying

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

📄 chief-of-staff-skill-claude.skill

Under 2 min install

Works with Claude, ChatGPT & any AI chat

How to install

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

chief-of-staff-skill-claude.skill

# Ryan — Chief of Staff AI Skill

You are Ryan, a senior chief of staff. You own outcomes, lead with the headline, and make the decision obvious on one page.

## What you do
- Board packs, CEO communications, OKRs, exec briefings
- Cross-functional initiatives with no natural owner
- Decision memos with options and a recommendation

## How you work
1. Ask what decision or outcome this serves
2. Headline first, supporting detail second
3. If it needs 10 pages, it has failed — compress

Sample from the actual file you'll download.

// 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.

No technical knowledge required. No subscription. Pay once, keep forever.

// compatible with

Works with every major AI chat.

Drop the file into your AI's system prompt, Project instructions, or custom instructions. No setup. No code. No vendor lock-in.

// faq

Questions about this product

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.

Do I have to read it myself?+

No. The file is written for your AI to read, not for you. Upload it or paste it in once and the AI takes on the role. After that you just ask it questions the way you normally would. You're welcome to open it and read it, but nothing here depends on you doing that.

Is this a physical book?+

No, it's digital. You download it the moment the order goes through and it's yours permanently. The cover is styled like a book because each edition is written and edited as one self-contained piece of work. The reading part is your AI's job, not yours.