Chief AI Officer Advisor
alirezarezvani/claude-skills
Chief AI Officer advisory for startups: model build-vs-buy decisions (API vs fine-tune vs in-house), AI risk classification under EU AI Act + US state patchwork, AI cost economics…
Owns the security posture of the organization — architecture, program strategy, risk acceptance, incident command, and the authority to stop work that creates unacceptable exposure.
$ npx skills add cbrock84/headcount --skill chief-information-security-officer -a claude-codeProject install by default; add -g for ~/.claude/skills/.
$ gh skill install cbrock84/headcount chief-information-security-officer --agent claude-codeProject scope by default; add --scope user for a personal install. Needs GitHub CLI 2.90.0 or later (public preview).
$ 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-srcUse ~/.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/
Install the "chief-information-security-officer" agent skill from https://github.com/cbrock84/headcount/tree/main/plugins/security/skills/chief-information-security-officer into .claude/skills/chief-information-security-officer/ in this project. Copy the whole folder (SKILL.md and every file beside it), keep the folder name "chief-information-security-officer", then confirm the skill loads.Claude Code copies the folder itself, the same result as the manual copy. Check what it changed before you commit it.
$skill-installer install https://github.com/cbrock84/headcount/tree/main/plugins/security/skills/chief-information-security-officerType this inside Codex. $skill-installer <name> installs a curated skill from openai/skills. The installer writes to $CODEX_HOME/skills (default ~/.codex/skills). Restart Codex if the skill does not show up.
$ npx skills add cbrock84/headcount --skill chief-information-security-officer -a codexProject install goes to .agents/skills/; add -g for ~/.codex/skills/.
$ gh skill install cbrock84/headcount chief-information-security-officer --agent codexProject scope by default (.agents/skills/); add --scope user for a personal install.
$ git clone --depth 1 https://github.com/cbrock84/headcount.git skills-src && mkdir -p .agents/skills && cp -r skills-src/plugins/security/skills/chief-information-security-officer .agents/skills/chief-information-security-officer && rm -rf skills-srcUse ~/.agents/skills/ instead of .agents/skills for a personal install.
Codex skills documentation · loads skills from .agents/skills/
Install the "chief-information-security-officer" agent skill from https://github.com/cbrock84/headcount/tree/main/plugins/security/skills/chief-information-security-officer into .agents/skills/chief-information-security-officer/ in this project. Copy the whole folder (SKILL.md and every file beside it), keep the folder name "chief-information-security-officer", then confirm the skill loads.Codex copies the folder itself, the same result as the manual copy. Check what it changed before you commit it.
$ npx skills add cbrock84/headcount --skill chief-information-security-officer -a cursorProject install goes to .agents/skills/; add -g for ~/.cursor/skills/.
$ gh skill install cbrock84/headcount chief-information-security-officer --agent cursorProject scope by default (.agents/skills/); add --scope user for a personal install.
$ git clone --depth 1 https://github.com/cbrock84/headcount.git skills-src && mkdir -p .cursor/skills && cp -r skills-src/plugins/security/skills/chief-information-security-officer .cursor/skills/chief-information-security-officer && rm -rf skills-srcUse ~/.cursor/skills/ instead of .cursor/skills for a personal install.
Cursor skills documentation · loads skills from .cursor/skills/, .agents/skills/, .claude/skills/, .codex/skills/
Install the "chief-information-security-officer" agent skill from https://github.com/cbrock84/headcount/tree/main/plugins/security/skills/chief-information-security-officer into .cursor/skills/chief-information-security-officer/ in this project. Copy the whole folder (SKILL.md and every file beside it), keep the folder name "chief-information-security-officer", then confirm the skill loads.Cursor copies the folder itself, the same result as the manual copy. Check what it changed before you commit it.
$ gemini skills install https://github.com/cbrock84/headcount.git --path plugins/security/skills/chief-information-security-officer--scope user (default) or --scope workspace; --path is the subfolder of the repo that holds the skill; --consent skips the security confirmation prompt.
$ npx skills add cbrock84/headcount --skill chief-information-security-officer -a gemini-cliProject install goes to .agents/skills/; add -g for ~/.gemini/skills/.
$ gh skill install cbrock84/headcount chief-information-security-officer --agent gemini-cliProject scope by default (.agents/skills/); add --scope user for a personal install.
$ git clone --depth 1 https://github.com/cbrock84/headcount.git skills-src && mkdir -p .gemini/skills && cp -r skills-src/plugins/security/skills/chief-information-security-officer .gemini/skills/chief-information-security-officer && rm -rf skills-srcUse ~/.gemini/skills/ instead of .gemini/skills for a personal install, then run /skills reload.
Gemini CLI skills documentation · loads skills from .gemini/skills/, .agents/skills/
Install the "chief-information-security-officer" agent skill from https://github.com/cbrock84/headcount/tree/main/plugins/security/skills/chief-information-security-officer into .gemini/skills/chief-information-security-officer/ in this project. Copy the whole folder (SKILL.md and every file beside it), keep the folder name "chief-information-security-officer", then confirm the skill loads.Gemini CLI copies the folder itself, the same result as the manual copy. Check what it changed before you commit it.
$ gh skill install cbrock84/headcount chief-information-security-officerInstalls for Copilot at project scope by default; add --scope user for a personal install. Preview a skill first with gh skill preview. Needs GitHub CLI 2.90.0 or later (public preview).
$ npx skills add cbrock84/headcount --skill chief-information-security-officer -a github-copilotProject install goes to .agents/skills/; add -g for ~/.copilot/skills/.
$ git clone --depth 1 https://github.com/cbrock84/headcount.git skills-src && mkdir -p .github/skills && cp -r skills-src/plugins/security/skills/chief-information-security-officer .github/skills/chief-information-security-officer && rm -rf skills-srcUse ~/.copilot/skills/ instead of .github/skills for a personal install. Commit .github/skills so cloud agent and code review can use it.
GitHub Copilot skills documentation · loads skills from .github/skills/, .claude/skills/, .agents/skills/
Install the "chief-information-security-officer" agent skill from https://github.com/cbrock84/headcount/tree/main/plugins/security/skills/chief-information-security-officer into .github/skills/chief-information-security-officer/ in this project. Copy the whole folder (SKILL.md and every file beside it), keep the folder name "chief-information-security-officer", then confirm the skill loads.GitHub Copilot copies the folder itself, the same result as the manual copy. Check what it changed before you commit it.
$ npx skills add cbrock84/headcount --skill chief-information-security-officer -a opencodeOpenCode documents no install command of its own. Project install goes to .agents/skills/; add -g for ~/.config/opencode/skills/.
$ gh skill install cbrock84/headcount chief-information-security-officer --agent opencodeProject scope by default (.agents/skills/); add --scope user for a personal install.
$ git clone --depth 1 https://github.com/cbrock84/headcount.git skills-src && mkdir -p .opencode/skills && cp -r skills-src/plugins/security/skills/chief-information-security-officer .opencode/skills/chief-information-security-officer && rm -rf skills-srcUse ~/.config/opencode/skills/ instead of .opencode/skills for a personal install.
OpenCode skills documentation · loads skills from .opencode/skills/, .claude/skills/, .agents/skills/
Install the "chief-information-security-officer" agent skill from https://github.com/cbrock84/headcount/tree/main/plugins/security/skills/chief-information-security-officer into .opencode/skills/chief-information-security-officer/ in this project. Copy the whole folder (SKILL.md and every file beside it), keep the folder name "chief-information-security-officer", then confirm the skill loads.OpenCode copies the folder itself, the same result as the manual copy. Check what it changed before you commit it.
chief-information-security-officerOwns 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. 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.
6 steps, taken from the first numbered list in SKILL.md.
Read from SKILL.md and the folder at commit 98d1c17. It shows what the files ask for, not the result of running them.
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.
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.
No URLs in SKILL.md.
From URLs in SKILL.md, links to its own repository left out.
Names no API keys, tokens, secrets or passwords.
From names ending in _API_KEY, _TOKEN, _SECRET, _KEY or _PASSWORD in SKILL.md.
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.
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.
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.
The full file from cbrock84/headcount at commit 98d1c17, republished under its MIT licence (© cbrock84). 1,032 words, ~1,812 tokens.
.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.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.
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.
Where these disagree with another department's view, this one is right:
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.
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.
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.
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.
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.
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.
© cbrock84, MIT. Rendered from Markdown: HTML in the file is shown as text, images as links, and headings moved down two levels. Raw file
SKILL.md and 1 other file (references) in plugins/security/skills/chief-information-security-officer of cbrock84/headcount.
Open the folder on GitHubat commit 98d1c17
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.
| Skill | Stars | Used in | Tokens | Auto-check | Licence | Repo updated |
|---|---|---|---|---|---|---|
| Chief Information Security Officer this skillcbrock84/headcount | 2k | — | ~1.8k | Automated safety check: Pass | MIT | |
| Chief AI Officer Advisoralirezarezvani/claude-skills | 28k | — | ~3.5k | Automated safety check: Pass | MIT | |
| Chief Customer Officer Advisoralirezarezvani/claude-skills | 28k | — | ~3k | Automated safety check: Pass | MIT | |
| Chief Data Officer Advisoralirezarezvani/claude-skills | 28k | — | ~2.9k | Automated safety check: Pass | MIT | |
| Riskalsk1992/CloddsBot | 3k | — | ~2.4k | Automated safety check: Pass | MIT | |
| Trader Riskruvnet/ruflo | 74k | — | ~358 | Automated safety check: Notes | MIT |
alirezarezvani/claude-skills
Chief AI Officer advisory for startups: model build-vs-buy decisions (API vs fine-tune vs in-house), AI risk classification under EU AI Act + US state patchwork, AI cost economics…
alirezarezvani/claude-skills
Chief Customer Officer advisory for startups: retention decomposition (gross retention vs NRR honesty, churn root-cause taxonomy), customer segmentation strategy (differential investment across…
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Chief Data Officer advisory for startups: AI training data rights and consent provenance, data product strategy (warehouse vs lakehouse vs mesh, build-vs-buy), B2B customer-data-as-asset valuation…
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alirezarezvani/claude-skills
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cbrock84/headcount
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Designs and audits who can reach what — authentication, authorization models, privileged access, service credentials, and joiner-mover-leaver process.
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Governs models and AI systems in production — intended use, evaluation, monitoring, human oversight, documentation, and the decision to deploy or retire.
cbrock84/headcount
Produces executive-level research — market sizing, competitor mapping, trend analysis, and strategic intelligence — grounded in cited sources with the confidence in each claim made explicit.
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.
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.
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.
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.
SKILL.md names no scripts, command-line tools or credentials: Chief Information Security Officer is instructions for the agent only.
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.
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.
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.
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.
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.
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.