cto-advisor

cto-advisor is a skill for Claude Code, Codex from eddiebelaval/squire. It costs 92 tokens per session (2,287 once invoked), scanned A, a copy of cto-advisor, MIT.

A technical leadership guide for making architecture decisions, managing technical debt, evaluating technologies, and planning engineering teams. An ADR is a written record of an architecture decision and its reasons.

In plain words
What is it for?
Use it to assess technical debt, plan hiring and team structure, compare technologies, record architecture decisions, and review engineering metrics.
Why use it?
It gives engineering leaders structured ways to handle long-term technology choices, team growth, and engineering performance.

Skill for Claude CodeCodex

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

Needs its repository: it runs a file that does not travel with it, so clone the repository first. The line is python scripts/tech_debt_analyzer.py.

Good fit Use it to assess technical debt, plan hiring and team structure, compare technologies, record architecture decisions, and review engineering metrics.

Compare 6 skills from other repositories ↓
Install

Getting it into your agent

It runs from inside its repository, so the clone comes first — what it calls does not travel with the file alone.

Clone the repo
git clone --depth 1 https://github.com/eddiebelaval/squire
agentmods
npx agentmods add skills/eddiebelaval/squire/cto-advisor

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-advisor

README.md
[![agentmods](https://agentmods.dev/badge/skills/eddiebelaval/squire/cto-advisor/github.svg)](https://agentmods.dev/skills/eddiebelaval/squire/cto-advisor)
Your own site
<a href="https://agentmods.dev/skills/eddiebelaval/squire/cto-advisor"><img src="https://agentmods.dev/badge/skills/eddiebelaval/squire/cto-advisor/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-advisor

Your own site · 80×15
<a href="https://agentmods.dev/skills/eddiebelaval/squire/cto-advisor"><img src="https://agentmods.dev/badge/skills/eddiebelaval/squire/cto-advisor.svg" alt="Reviewed on agentmods" width="80" height="20"></a>
Per session 92 Skills are progressive disclosure: only the name and description are preloaded; the body loads when the skill is used.
When invoked 2,287 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 97% copy Near-identical to another mod 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 $0.00092 $0.02287
Opus 5 $0.00046 $0.01144
Sonnet 5 $0.00018 $0.00457
Haiku 4.5 $0.00009 $0.00229

Measured 6d ago against content hash d8819481139f, method: parsed. Prices are Anthropic first-party input rates as of 2026-09-10, from the pricing page.

Security

Grade A, and why

cto-advisor 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 6d 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.

Origin

This is a copy

97% identical to cto-advisor — 22 lines differ, which has more behind it and is treated as the original. This page carries a canonical link to it rather than competing with it.

skills/cto-advisor/SKILL.md · 434 lines

How it starts

The opening of the file, as written. The whole thing — 434 lines — stays where its author put it; the contents beside it link to each section on GitHub.

CTO Advisor

Core Workflows

Workflow 1: Primary Action

  1. Analyze the input and context
  2. Validate prerequisites are met
  3. Execute the core operation
  4. Verify the output meets expectations
  5. Report results

Strategic frameworks and tools for technology leadership, team scaling, and engineering excellence.

Keywords

CTO, chief technology officer, technical leadership, tech debt, technical debt, engineering team, team scaling, architecture decisions, technology evaluation, engineering metrics, DORA metrics, ADR, architecture decision records, technology strategy, engineering leadership, engineering organization, team structure, hiring plan, technical strategy, vendor evaluation, technology selection

Quick Start

For Technical Debt Assessment

python scripts/tech_debt_analyzer.py

Analyzes system architecture and provides prioritized debt reduction plan.

For Team Scaling Planning

python scripts/team_scaling_calculator.py

Calculates optimal hiring plan and team structure for growth.

For Architecture Decisions

Review references/architecture_decision_records.md for ADR templates and examples.

For Technology Evaluation

Use framework in references/technology_evaluation_framework.md for vendor selection.

For Engineering Metrics

Implement KPIs from references/engineering_metrics.md for team performance tracking.

Core Responsibilities

1. Technology Strategy

Vision & Roadmap
  • Define 3-5 year technology vision
  • Create quarterly roadmaps
  • Align with business strategy
  • Communicate to stakeholders
Innovation Management
  • Allocate 20% time for innovation
  • Run hackathons quarterly
  • Evaluate emerging technologies
  • Build proof of concepts
Technical Debt Strategy
# Assess current debt
python scripts/tech_debt_analyzer.py

# Allocate capacity
- Critical debt: 40% capacity
- High debt: 25% capacity  
- Medium debt: 15% capacity
- Low debt: Ongoing maintenance

2. Team Leadership

Read the full file on GitHub · 434 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. 6d ago First seen · 434 lines · 92 tokens per session scan A d8819481139f

Subscribe to this mod's changes

cto-advisor is a skill published in the GitHub repository eddiebelaval/squire (21 stars, last pushed 25d ago), licensed MIT. It adds 92 tokens to every session and 2,287 once invoked, about $0.0005 per session on Opus 5. A static security scan graded it A with 0 findings. It is 97% identical to cto-advisor, differing in 22 lines, and is treated as a copy.

Related

Other skills, from other repositories

publish

Publish Seed specification as GitHub Issues for team-based project management.

Q00/ouroboros · 14 tokens

task-dependency-patterns

Task Management patterns with TaskCreate, TaskUpdate, TaskGet, TaskList tools. Decompose complex work into trackable tasks with dependency chains. Use when managing multi-step implementations, coordinating parallel work, or tracking completion status.

yonatangross/orchestkit · 51 tokens

status-progression

Navigates role transitions for MCP work items using advanceitem. Shows current role, gate status, required notes, and the correct trigger to use. Use when a user says: advance this item, move to work, start this task, complete this item, what's the next status, why can't I advance, unblock this, cancel this item, or…

jpicklyk/task-orchestrator · 77 tokens

aiox-pm

Activate Morgan (pm) for Product Manager. Use for PRD creation (greenfield and brownfield), epic creation and management, product strategy and vision, feature prioritization (MoSCoW, RICE), roadmap planning, business case development, go...

SynkraAI/aiox-core · 57 tokens

qa-test-estimation

A Chinese-language method for estimating software testing effort and scheduling. It uses feature complexity, test-case types, historical project data, adjustment factors, confidence ranges, and risk reserves.

Kokxi/qa-test-skills · 107 tokens

wave-execute

EXECUTE a lean wave — plan story DAG + file-ownership batches via CLI, dispatch full-sdc per story, fan-in check, hand off merge to @devops. Use when: wave-execute, run wave, epic wave, parallel stories SDC.

SynkraAI/aiox-core · 58 tokens