cto-challenge-extraction

cto-challenge-extraction is a skill for Claude Code, Codex from igor-elbert/ctobot. It costs 43 tokens per session (747 once invoked), scanned A, original, MIT.

A workflow for turning external articles and other leadership material into a concise list of real CTO challenges. A CTO is the person responsible for an organization's technology direction.

In plain words
What is it for?
Use it to extract, normalize, and combine leadership problems from articles, interviews, blogs, and checklists into an evaluation-ready challenge list.
Why use it?
It removes product pitches, repeated wording, and vague leadership language so the underlying problems can be evaluated clearly.

Skill for Claude CodeCodex

Written for no agent in particular: nothing here depends on one.

Good fit Use it to extract, normalize, and combine leadership problems from articles, interviews, blogs, and checklists into an evaluation-ready challenge list.

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Install with agentmods
npx agentmods add skills/igor-elbert/ctobot/cto-challenge-extraction
Install

Getting it into your agent

One page per mod, every tool's command on it. A separate URL per tool would split the same page into five that compete with each other.

Any agent
npx skills add igor-elbert/ctobot --skill cto-challenge-extraction
Clone the repo
git clone --depth 1 https://github.com/igor-elbert/ctobot

Made for: Claude Code, Codex.

Wrote this? Show the measurements

A badge with what this costs and how it scanned, read live from this page, so it follows the numbers instead of freezing them. Markdown for a README, HTML for a documentation site or a project page.

agentmods badge for cto-challenge-extraction

README.md
[![agentmods](https://agentmods.dev/badge/skills/igor-elbert/ctobot/cto-challenge-extraction/github.svg)](https://agentmods.dev/skills/igor-elbert/ctobot/cto-challenge-extraction)
Your own site
<a href="https://agentmods.dev/skills/igor-elbert/ctobot/cto-challenge-extraction"><img src="https://agentmods.dev/badge/skills/igor-elbert/ctobot/cto-challenge-extraction/github.svg" alt="Measured on agentmods" height="20"></a>

Or the 80×15 button, for a site that already has a row of RSS and ATOM ones. Only the verdict fits; the numbers stay here.

agentmods 80×15 button for cto-challenge-extraction

Your own site · 80×15
<a href="https://agentmods.dev/skills/igor-elbert/ctobot/cto-challenge-extraction"><img src="https://agentmods.dev/badge/skills/igor-elbert/ctobot/cto-challenge-extraction.svg" alt="Reviewed on agentmods" width="80" height="20"></a>
Per session 43 Skills are progressive disclosure: only the name and description are preloaded; the body loads when the skill is used.
When invoked 747 The whole file, excluding the scripts and references it only reads on demand.
Security scan A 0 findings. A grade says what 26 rules found in the file — not that it is safe.
Origin original No closer match found in the catalogue.
Token cost

What it costs to keep this loaded

Counted locally with the o200k_base tokenizer, which is exact for GPT models; Claude uses its own tokenizer and its counts differ. Treat this as one consistent yardstick across the catalogue rather than a bill. Prices are per million input tokens.

ModelPer sessionOnce invoked
Fable 5.1 $0.00043 $0.00747
Opus 5 $0.00022 $0.00374
Sonnet 5 $0.00009 $0.00149
Haiku 4.5 $0.00004 $0.00075

Measured 8d ago against content hash 87cd771d7fb2, method: parsed. Prices are Anthropic first-party input rates as of 2026-09-08, from the pricing page.

Security

Grade A, and why

cto-challenge-extraction scanned grade A with 0 findings against 26 rules in 11 categories — prompt injection, anti-refusal, data exfiltration, privilege escalation, supply chain, agent snooping, system-prompt leakage, SSRF and excessive agency — measured 8d ago.

A static scan of the body, not an audit. Every finding is printed with the line that produced it so you can judge whether it matters here. A mod is markdown that instructs an agent; that is exactly why what it instructs is worth reading.

Nothing flagged

None of the 26 patterns this scan looks for appear in this file: no shell pipes, no recursive deletes, no credential paths, no hidden text, no instruction-override or anti-refusal phrasing, no agent-config snooping. That is not a guarantee, it is the absence of the things that are checkable.

skills/red-teaming/cto-challenge-extraction/SKILL.md · 95 lines

How it starts

The opening of the file, as written. The whole thing — 95 lines — stays where its author put it; the contents beside it link to each section on GitHub.

CTO Challenge Extraction

Overview

Use this skill to convert a source article, interview, blog post, or leadership checklist into a normalized set of CTO challenges that can be scored later.

The point is to identify the real operating problems hidden inside the source language. Good extraction strips away:

  • product promotion
  • vendor upsell language
  • repeated phrasing
  • generic leadership fluff

The result should be a compact, plain-English challenge list that is ready for red-team scoring.

When to Use

Use when:

  • the user asks for “the challenges” in an article or leadership post
  • you need a challenge list before building a scorecard
  • the user says to ignore sales pitches or vendor recommendations
  • multiple sources need to be merged into one canonical challenge set

Do not use for:

  • scoring the docs themselves
  • rewriting operating manuals
  • summarizing an article for general reading

Workflow

  1. Read the source closely.

    • Prefer headings, TL;DR sections, bullet lists, and “What to do” sections.
    • Treat marketing copy as suspect unless it clearly names a leadership problem.
  2. Extract the underlying problem statement.

    • Rewrite “how to win buy-in for our platform” as a leadership challenge like “getting stakeholder buy-in for change.”
    • Rewrite “use resource management software” as “maintaining visibility into capacity and skills.”
  3. Normalize wording.

    • Use short, plain labels.
    • Prefer nouns or gerunds: roadmap misalignment, operational pull, change management, profitability.
    • Remove source-specific jargon unless it is genuinely part of the challenge.
  4. Merge duplicates.

    • If two sources describe the same problem differently, collapse them into one canonical challenge.
    • Keep a source note only if it helps disambiguate the wording.
  5. Tag the challenge if useful.

    • Optional tags: strategy, delegation, change, communication, talent, finance, culture, risk.

Output Shape

Return a short list like:

  • Challenge: stakeholder buy-in
    • Plain meaning: getting executives, managers, and teams to support and adopt a change
  • Challenge: profitability pressure
    • Plain meaning: protecting margin while teams stay busy

Read the full file on GitHub · 95 lines

Changes

What this file has done since we first saw it

Hashed on every crawl. A supply-chain change to an agent config is a question of when, not whether, so the history is kept rather than the latest state alone.

  1. 8d ago First seen · 95 lines · 43 tokens per session scan A 87cd771d7fb2

Subscribe to this mod's changes

cto-challenge-extraction is a skill published in the GitHub repository igor-elbert/ctobot (5 stars, last pushed 1mo ago), licensed MIT. It adds 43 tokens to every session and 747 once invoked, about $0.0002 per session on Opus 5. A static security scan graded it A with 0 findings. No closer match exists in the catalogue, so it is treated as the original; first seen 2026-08-31.

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