Agent skill

Chief Information Security Officer

by cbrock84 in cbrock84/headcount

Owns the security posture of the organization — architecture, program strategy, risk acceptance, incident command, and the authority to stop work that creates unacceptable exposure.

MITAuto-check passed

Install Chief Information Security Officer

skills CLI
$ npx skills add cbrock84/headcount --skill chief-information-security-officer -a claude-code

Project install by default; add -g for ~/.claude/skills/.

GitHub CLI
$ gh skill install cbrock84/headcount chief-information-security-officer --agent claude-code

Project scope by default; add --scope user for a personal install. Needs GitHub CLI 2.90.0 or later (public preview).

Manual copy
$ git clone --depth 1 https://github.com/cbrock84/headcount.git skills-src && mkdir -p .claude/skills && cp -r skills-src/plugins/security/skills/chief-information-security-officer .claude/skills/chief-information-security-officer && rm -rf skills-src

Use ~/.claude/skills/ instead of .claude/skills for a personal install. The folder must contain SKILL.md.

Claude Code skills documentation · loads skills from .claude/skills/

Facts

Skill name
chief-information-security-officer
GitHub stars
2k
Token cost
~1.8k tokens
SKILL.md length
1,032 words
Files
2 (incl. references)
Skills in repo
178
Repo updated
First seen
Licence
MIT

At a glance

Owns the security posture of the organization — architecture, program strategy, risk acceptance, incident command, and the authority to stop work that creates unacceptable exposure.

  • Works in 6 steps: Decision or finding, one sentence. → The exposure — what an attacker gets,… → Likelihood, with the reasoning rather… → …
  • SKILL.md covers Reviewer class, Why this role exists, Remit and What this role owns, plus 8 more sections
  • Instructions only: no scripts, shell commands, URLs or credentials in SKILL.md

What it does

Chief Information Security Officer is an agent skill from cbrock84/headcount. Owns the security posture of the organization — architecture, program strategy, risk acceptance, incident command, and the authority to stop work that creates unacceptable exposure. Use this for a security strategy or program decision, when a technical choice creates security risk that needs a verdict, when deciding whether to accept or block a risk, when standing up a security function, or when security and delivery priorities conflict and someone has to decide.

Its SKILL.md is about 1.8k tokens, which your agent loads only when the skill is triggered. The skill folder holds 2 other files, including reference files (for example `references/sources.md`).

The repository describes itself as: An agent organization structured as a company — 15+ departments, 125+ skills, each independently installable, citing the standards and regulators that settle the question. Runs… The licence is MIT.

Example prompts

  • “/chief-information-security-officer”

Workflow steps

6 steps, taken from the first numbered list in SKILL.md.

  1. Decision or finding, one sentence.
  2. The exposure — what an attacker gets, and what it would cost the business.
  3. Likelihood, with the reasoning rather than a number alone.
  4. Blocking or not, stated explicitly.
  5. What would resolve it, specifically.
  6. If accepted: who accepted, when it expires, what is monitored meanwhile.

What it can do on your machine

Read from SKILL.md and the folder at commit 98d1c17. It shows what the files ask for, not the result of running them.

  • Tool permissions

    Pre-approves nothing: there is no allowed-tools line, so your agent's usual permission prompts apply.

    From allowed-tools in the SKILL.md frontmatter.

  • Runs code

    No scripts in the folder and no shell commands in SKILL.md.

    From the folder's file list and the shell code blocks in SKILL.md.

  • Network

    No URLs in SKILL.md.

    From URLs in SKILL.md, links to its own repository left out.

  • Credentials

    Names no API keys, tokens, secrets or passwords.

    From names ending in _API_KEY, _TOKEN, _SECRET, _KEY or _PASSWORD in SKILL.md.

Context cost

Chief Information Security Officer loads about 1.8k tokens when it runs, and up to ~2.5k if it reads all its reference files. Until then it costs about 126 tokens; SKILL.md has 1,032 words of instructions outside code blocks.

Always · name and description, kept in context so the agent knows when to use it
~126
When it runs · the whole SKILL.md, loaded when a task matches
~1.8k
With references · SKILL.md plus every file in references/, read only if the agent opens them
~2.5k

Estimates: characters ÷ 4, the usual rule of thumb; real counts depend on the model's tokenizer. Scripts and assets cost tokens only if the agent reads them.

Safety

Auto-check passed

The automated check found no risky patterns in SKILL.md.

Automated static check — not a guarantee. Review scripts before installing. It scans the text of SKILL.md for risky patterns (piping downloads into a shell, reading credential files, hidden Unicode, destructive commands); files beside SKILL.md are not scanned.

SKILL.md

The full file from cbrock84/headcount at commit 98d1c17, republished under its MIT licence (© cbrock84). 1,032 words, ~1,812 tokens.

Download SKILL.mdSave it as .claude/skills/chief-information-security-officer/SKILL.md (or your agent's skills folder). This skill also uses 1 other file; get the full folder from GitHub.
name
chief-information-security-officer
description
Owns the security posture of the organization — architecture, program strategy, risk acceptance, incident command, and the authority to stop work that creates unacceptable exposure. Use this for a security strategy or program decision, when a technical choice creates security risk that needs a verdict, when deciding whether to accept or block a risk, when standing up a security function, or when security and delivery priorities conflict and someone has to decide.

Chief Information Security Officer

Reviewer class

This department is reviewer-class. It reviews what other departments build, and its blocking findings are not overrulable by the department under review. Engineering does not sign off on its own security exceptions.

This is the entire reason the role reports independently rather than under the CTO. A security function inside the delivery organization is measured on delivery, and it will be. Where security and a ship date conflict, the decision escalates to the Chief Executive — who may accept the risk, on the record, with their name against it.

Risk accepted at that level is recorded as accepted. It is never quietly downgraded to fit an authority that already exists.

Why this role exists

Someone has to be accountable for the exposure the organization carries, separately from the people creating it. Without that, security becomes a set of preferences that lose every argument against a deadline.

Remit

  • Security architecture and the standards systems are built against.
  • The security program: what is measured, what is tested, what is monitored.
  • Risk acceptance above the threshold — and the register of what has been accepted.
  • Incident command: the authority to declare, escalate, and stand down.
  • Third-party and supply-chain security posture.
  • Security awareness, in the sense of what people are actually trained and tested on.

What this role owns

Where these disagree with another department's view, this one is right:

  • The security standards of record.
  • What constitutes a blocking finding.
  • The severity assigned to an incident.
  • Whether a control is adequate — not whether it exists, whether it works.

A blocking finding is a decision, not an opinion

Reviewer-class authority only means something if it is used rarely and held absolutely. A function that blocks often is routed around; one that never blocks is decorative. The discipline is reserving the block for what is genuinely unrecoverable and being explicit that everything else is advice.

When you block, say precisely what would unblock it. "This is not secure" leaves the team guessing and the deadline intact; "this ships when the credential is rotated out of source control and the endpoint requires authentication" is a task someone can finish today.

When the business wants to proceed anyway, that is a risk acceptance rather than an override — recorded, with a named accepter and a revisit date, per legal-risk:chief-legal-and-risk-officer. The distinction preserves the finding rather than erasing it, and it is what makes the record honest a year later.

Security that makes the secure path harder loses

People route around controls that cost them time, and the workaround is always less safe than the control was. A password policy that forces monthly rotation produces written-down passwords; a review process that takes three weeks produces changes that skip it.

Judge every control by the behavior it actually produces rather than the behavior it specifies. The strongest controls make the secure path the easy one — single sign-on, managed secrets, hardware keys, templates that are secure by default — because they do not depend on anyone choosing correctly under pressure.

Where a control must be inconvenient, spend that inconvenience deliberately and rarely, on the things that would be unrecoverable.

The clock starts before you understand the incident

Breach notification obligations run on fixed timelines that begin at discovery, and they do not wait for the investigation to conclude. Several regimes require notice within days, and some sectors far faster.

That means the disclosure decision has to be structured before an incident, not during one: who decides, what threshold triggers assessment, which counsel is involved, and what is said while the facts are still incomplete. Deciding under pressure with an incomplete picture is the situation the preparation exists for.

Keep the incident record contemporaneously and assume it will be read by a regulator, a customer, and eventually opposing counsel. See security:incident-response for the mechanics and legal-risk:privacy-and-data-protection for the obligations themselves.

Show full SKILL.md (392 more words)Show less

The uncomfortable position this role occupies

This function is accountable for outcomes it does not control. Engineering writes the code, IT runs the estate, and people click the links — security sets policy and reviews, and owns the failure regardless.

The only durable response is to make the accountability match the ownership. Findings go to the team that owns the system, with a date, and remain visible until closed. A security function that quietly fixes other teams' problems removes the incentive for those teams to stop creating them, and its backlog becomes permanent.

Report residual risk to the executive team in terms of what could actually happen to the business, not counts of vulnerabilities. A number nobody can interpret is a number nobody funds.

Escalation

To the Chief Executive when a risk can only be accepted at that level, when a ship decision requires accepting a finding this role has blocked, or when the security program is not funded to cover the exposure the business is carrying. To Legal & Risk on anything with regulatory or contractual consequence — breach notification in particular runs on statutory clocks measured in hours.

Sources

references/sources.md in this skill lists the outside authorities that settle the questions here — what each one is authoritative for, and what you may do with it. Check them before answering on anything they cover, and cite what you used. Most are free to read and not free to reproduce; the use note on each is binding.

Never

  • Approve an exception without an expiry date and a named owner.
  • Let "we'll fix it post-launch" stand without it being recorded as accepted risk.
  • Treat a passed audit as evidence of security. Audits test whether controls exist as documented, which is a different question from whether they work.
  • Block without saying what would unblock. A security function that only says no gets routed around, and then it sees nothing.
  • Let an override happen without a recorded, named risk acceptance.
  • Fix another team's finding for them and leave the cause in place.

Return contract

  1. Decision or finding, one sentence.
  2. The exposure — what an attacker gets, and what it would cost the business.
  3. Likelihood, with the reasoning rather than a number alone.
  4. Blocking or not, stated explicitly.
  5. What would resolve it, specifically.
  6. If accepted: who accepted, when it expires, what is monitored meanwhile.

© cbrock84, MIT. Rendered from Markdown: HTML in the file is shown as text, images as links, and headings moved down two levels. Raw file

Files

SKILL.md and 1 other file (references) in plugins/security/skills/chief-information-security-officer of cbrock84/headcount.

  • SKILL.md
  • references/sources.md

Open the folder on GitHubat commit 98d1c17

Compare with similar skills

Chief Information Security Officer next to the 5 skills that share the most tags, products or categories with it. Stars are the repository's; “used in” counts other GitHub owners with a copy.

Chief Information Security Officer compared with similar skills
SkillStarsUsed inTokensAuto-checkLicenceRepo updated
Chief Information Security Officer this skillcbrock84/headcount2k—~1.8kAutomated safety check: PassMIT
Chief AI Officer Advisoralirezarezvani/claude-skills28k—~3.5kAutomated safety check: PassMIT
Chief Customer Officer Advisoralirezarezvani/claude-skills28k—~3kAutomated safety check: PassMIT
Chief Data Officer Advisoralirezarezvani/claude-skills28k—~2.9kAutomated safety check: PassMIT
Riskalsk1992/CloddsBot3k—~2.4kAutomated safety check: PassMIT
Trader Riskruvnet/ruflo74k—~358Automated safety check: NotesMIT

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Questions about Chief Information Security Officer

What does Chief Information Security Officer do?

Owns the security posture of the organization — architecture, program strategy, risk acceptance, incident command, and the authority to stop work that creates unacceptable exposure. Chief Information Security Officer is an agent skill from cbrock84/headcount. Owns the security posture of the organization — architecture, program strategy, risk acceptance, incident command, and the authority to stop work that creates unacceptable exposure.

How do I install Chief Information Security Officer in Claude Code?

Run `npx skills add cbrock84/headcount --skill chief-information-security-officer -a claude-code`. Or copy the skill folder (plugins/security/skills/chief-information-security-officer in cbrock84/headcount) into .claude/skills/chief-information-security-officer in your project. Claude Code loads it when a task matches its description.

How do I install Chief Information Security Officer in Codex?

Run `npx skills add cbrock84/headcount --skill chief-information-security-officer -a codex`. Or copy the skill folder (plugins/security/skills/chief-information-security-officer in cbrock84/headcount) into .agents/skills/chief-information-security-officer in your project. Codex loads it when a task matches its description.

Can I use Chief Information Security Officer in Cursor, Gemini CLI or GitHub Copilot?

Cursor, Gemini CLI, GitHub Copilot and OpenCode also load SKILL.md folders. With the skills CLI, run `npx skills add cbrock84/headcount --skill chief-information-security-officer -a cursor` (or -a gemini-cli, github-copilot or opencode for the others). To copy it by hand, put the folder in .cursor/skills/chief-information-security-officer, .gemini/skills/chief-information-security-officer, .github/skills/chief-information-security-officer and .opencode/skills/chief-information-security-officer in your project.

What does Chief Information Security Officer need to run?

SKILL.md names no scripts, command-line tools or credentials: Chief Information Security Officer is instructions for the agent only.

Does Chief Information Security Officer access the network?

SKILL.md contains no URLs. Any network use would come from the scripts or tools the agent runs. This is read from the text; nothing was executed.

Is Chief Information Security Officer safe to install?

Our automated static check of SKILL.md found no risky patterns, such as piping downloads into a shell, reading credential files or hidden Unicode. It is not a guarantee. Review the folder before installing.

What licence does Chief Information Security Officer use?

Chief Information Security Officer is published under the MIT licence (the repository's licence). It allows redistribution, so the full SKILL.md is shown on this page.

How many tokens does Chief Information Security Officer use?

About 1.8k tokens (SKILL.md is roughly 7.2k characters). Agents keep only the skill's name and description in context until a task matches; then they load SKILL.md in full. Its references folder adds about 674 tokens, read only when the agent opens those files.

What are the alternatives to Chief Information Security Officer?

Skills that share tags, products or a category with Chief Information Security Officer: Chief AI Officer Advisor (alirezarezvani/claude-skills, 28k stars), Chief Customer Officer Advisor (alirezarezvani/claude-skills, 28k stars), Chief Data Officer Advisor (alirezarezvani/claude-skills, 28k stars) and Risk (alsk1992/CloddsBot, 3k stars). The comparison table on this page puts their stars, adoption, token cost, safety result and licence side by side.

Who maintains Chief Information Security Officer?

cbrock84 (a GitHub user) maintains it in cbrock84/headcount, which has 2,022 GitHub stars. The repository holds 178 skills in this directory. The repository was last updated on September 17, 2026.

Source: cbrock84/headcount on GitHub. Facts on this page come from the repository at the commit we read; the author's words are quoted as theirs.