Agent skill

Coaching Development

by RefoundAI in RefoundAI/lenny-skills

Help users transition from individual execution to a coaching-centric leadership style that scales through the growth of their team.

MITAuto-check passed

Install Coaching Development

skills CLI
$ npx skills add RefoundAI/lenny-skills --skill coaching-development -a claude-code

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

GitHub CLI
$ gh skill install RefoundAI/lenny-skills coaching-development --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/RefoundAI/lenny-skills.git skills-src && mkdir -p .claude/skills && cp -r skills-src/skills/coaching-development .claude/skills/coaching-development && 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
coaching-development
GitHub stars
1.4k
Token cost
~1.3k tokens
SKILL.md length
746 words
Files
3 (incl. references)
Skills in repo
76
Repo updated
First seen
Licence
MIT

At a glance

Help users transition from individual execution to a coaching-centric leadership style that scales through the growth of their team.

  • Works in 4 steps: Assess skill gaps - Help the user… → Select frameworks - Recommend specific… → Design growth plans - Assist in creating… → …
  • SKILL.md covers How to Help, Core Principles, Questions to Help Users and Common Mistakes to Flag, plus 2 more sections
  • Instructions only: no scripts, shell commands, URLs or credentials in SKILL.md

What it does

Coaching Development is an agent skill from RefoundAI/lenny-skills. Help users transition from individual execution to a coaching-centric leadership style that scales through the growth of their team. It focuses on identifying skill deficits, providing reflection space, and leveraging frameworks to accelerate professional maturity.

Its SKILL.md is about 1.3k tokens, which your agent loads only when the skill is triggered. The skill folder holds 3 other files, including reference files (for example `references/artifacts.md` and `references/guest-insights.md`).

The repository describes itself as: 86 product management skills from Lenny's Podcast for Claude Code and AI agents. Hiring, user research, strategy, shipping, and more. The licence is MIT.

Example prompts

  • “/coaching-development”

Workflow steps

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

  1. Assess skill gaps - Help the user identify specific technical or behavioral areas where their team members are currently struggling.
  2. Select frameworks - Recommend specific career ladders, rubrics, or AI-driven coaching tools from the corpus to provide objective standards.
  3. Design growth plans - Assist in creating next bigger challenges and quarterly stretch assignments for individual direct reports.
  4. Practice reflection - Guide the user in moving from giving immediate answers to asking powerful, curiosity-driven questions.

What it can do on your machine

Read from SKILL.md and the folder at commit 13598cc. 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

Coaching Development loads about 1.3k tokens when it runs, and up to ~27k if it reads all its reference files. Until then it costs about 72 tokens; SKILL.md has 746 words of instructions outside code blocks.

Always · name and description, kept in context so the agent knows when to use it
~72
When it runs · the whole SKILL.md, loaded when a task matches
~1.3k
With references · SKILL.md plus every file in references/, read only if the agent opens them
~27k

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 RefoundAI/lenny-skills at commit 13598cc, republished under its MIT licence (© RefoundAI). 746 words, ~1,322 tokens.

Download SKILL.mdSave it as .claude/skills/coaching-development/SKILL.md (or your agent's skills folder). This skill also uses 2 other files; get the full folder from GitHub.
name
coaching-development
description
Help users transition from individual execution to a coaching-centric leadership style that scales through the growth of their team. It focuses on identifying skill deficits, providing reflection space, and leveraging frameworks to accelerate professional maturity.

Coaching and Talent Development

Build a high-performing team by shifting from a problem-solver to a growth-accelerator.

Help the user with coaching and talent development using insights from 18 guests and posts across Lenny's Podcast and Newsletter.

How to Help

  1. Assess skill gaps - Help the user identify specific technical or behavioral areas where their team members are currently struggling.
  2. Select frameworks - Recommend specific career ladders, rubrics, or AI-driven coaching tools from the corpus to provide objective standards.
  3. Design growth plans - Assist in creating next bigger challenges and quarterly stretch assignments for individual direct reports.
  4. Practice reflection - Guide the user in moving from giving immediate answers to asking powerful, curiosity-driven questions.

Core Principles

Reframe Underperformance as Skill Deficits

Dr. Becky Kennedy: "When you look at bad behavior, the actual problem is someone doesn't have the skill they need to manage something happening internally."

Identify the specific internal skill a struggling employee lacks to manage their current challenges instead of viewing it as a character flaw.

Lead with Personal Accountability

Elizabeth Stone: "It’s more about how much I care about excellence, I guess. So giving it my best in those situations. And that might not mean that I work really wild hours or I work weekends or I’m the one who’s willing to sacrifice the vacation. I’ve actually tried to avoid setting that as an expectation, but more that I hold myself to a very high standard."

High standards begin with the leader's own commitment to quality and promptness, ensuring you never become the bottleneck for your team.

Utilize Quarterly Stretch Assignments

Petra Wille: "And creating such a list once a quarter, for example, you block yourself an hour in your calendar, you write down the names of your direct reports, and then you just think about, 'Okay, what would be this next bigger challenge for them?'"

Push individual contributors to develop new competencies by maintaining a running list of next bigger challenges tailored to their growth needs.

Shift Energy into Curiosity

Rachel Lockett: "But great leaders know that when you try to advise and have the answer all the time, you're not actually equipping your team to go solve the hard problems. You're training your team to come to you with all of the hard problems."

When a team member brings a hard problem, resist the urge to solve it immediately and instead practice active listening to understand the underlying blocks.

Apply Selective Micromanagement

Ravi Mehta: "The right answer is to micromanage, but do it in a very tactical and a very temporary way so that you can help them understand what is the right direction moving forward so that you can then pull back."

Use hands-on guidance as a temporary tactical intervention to course-correct a team that has lost its way, then step back once confidence is restored.

Show full SKILL.md (275 more words)Show less
Invest in Managerial Effectiveness

From "How tech workers really feel about work right now": "People with great managers also feel 63% (!) more belonging, 31% less burnout, and 62% (!!!) more job enjoyment compared to those with ineffective managers. Leadership quality may be the single most important lever for retention."

Prioritize your own leadership training because manager quality is the primary driver of team well-being, belonging, and talent retention.

Questions to Help Users

  • "What is the specific skill or behavior currently holding back your highest-potential team member?"
  • "When a report brings you a problem, what percentage of the time do you provide the solution versus asking a question?"
  • "Do you have a documented definition of product excellence that your team uses as a shared compass?"
  • "How often do you block dedicated time to reflect specifically on the long-term growth of each direct report?"
  • "Are you currently holding onto any tasks or monkeys that should be delegated to empower your team members?"

Common Mistakes to Flag

  • Solving every problem - This creates a dependency that stunts the team's ability to develop the autonomy needed to tackle challenges independently.
  • Treating performance as a character trait - Framing issues as who someone is rather than what they can do prevents effective coaching and skill-based correction.
  • Accepting upward delegation - Taking on monkeys from your reports creates a backlog for you while simultaneously disempowering the team member.
  • Undervaluing the transition to manager-of-managers - Leading through other leaders requires a fundamentally different skill set that many underestimate during their career progression.

Deep Dive

For all 47 sourced insights from 18 guests, see references/guest-insights.md

  • Hiring Product Talent
  • Interviewing Evaluating Candidates
  • Org Design
  • Building Growth Team

© RefoundAI, 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 2 other files (references) in skills/coaching-development of RefoundAI/lenny-skills.

  • SKILL.md
  • references/artifacts.md
  • references/guest-insights.md

Open the folder on GitHubat commit 13598cc

Compare with similar skills

Coaching Development 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.

Coaching Development compared with similar skills
SkillStarsUsed inTokensAuto-checkLicenceRepo updated
Coaching Development this skillRefoundAI/lenny-skills1.4k—~1.3kAutomated safety check: PassMIT
View Transitionsthedaviddias/Front-End-Checklist74k—~528Automated safety check: PassMIT
Interview Coachsickn33/agentic-awesome-skills47k2 repos~751Automated safety check: PassMIT
Vercel React View Transitionssickn33/agentic-awesome-skills47k1 repos~3.1kAutomated safety check: PassMIT
Claude Coachalirezarezvani/claude-skills28k—~2.1kAutomated safety check: PassMIT
Reflection Coachpaperclipai/paperclip99k—~3kAutomated safety check: PassMIT

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Questions about Coaching Development

What does Coaching Development do?

Help users transition from individual execution to a coaching-centric leadership style that scales through the growth of their team. Coaching Development is an agent skill from RefoundAI/lenny-skills. Help users transition from individual execution to a coaching-centric leadership style that scales through the growth of their team.

How do I install Coaching Development in Claude Code?

Run `npx skills add RefoundAI/lenny-skills --skill coaching-development -a claude-code`. Or copy the skill folder (skills/coaching-development in RefoundAI/lenny-skills) into .claude/skills/coaching-development in your project. Claude Code loads it when a task matches its description.

How do I install Coaching Development in Codex?

Run `npx skills add RefoundAI/lenny-skills --skill coaching-development -a codex`. Or copy the skill folder (skills/coaching-development in RefoundAI/lenny-skills) into .agents/skills/coaching-development in your project. Codex loads it when a task matches its description.

Can I use Coaching Development 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 RefoundAI/lenny-skills --skill coaching-development -a cursor` (or -a gemini-cli, github-copilot or opencode for the others). To copy it by hand, put the folder in .cursor/skills/coaching-development, .gemini/skills/coaching-development, .github/skills/coaching-development and .opencode/skills/coaching-development in your project.

What does Coaching Development need to run?

SKILL.md names no scripts, command-line tools or credentials: Coaching Development is instructions for the agent only.

Does Coaching Development 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 Coaching Development 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 Coaching Development use?

Coaching Development 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 Coaching Development use?

About 1.3k tokens (SKILL.md is roughly 5.3k 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 26k tokens, read only when the agent opens those files.

What are the alternatives to Coaching Development?

Skills that share tags, products or a category with Coaching Development: View Transitions (thedaviddias/Front-End-Checklist, 74k stars), Interview Coach (sickn33/agentic-awesome-skills, 47k stars), Vercel React View Transitions (sickn33/agentic-awesome-skills, 47k stars) and Claude Coach (alirezarezvani/claude-skills, 28k stars). The comparison table on this page puts their stars, adoption, token cost, safety result and licence side by side.

Who maintains Coaching Development?

RefoundAI (a GitHub organization) maintains it in RefoundAI/lenny-skills, which has 1,377 GitHub stars. The repository holds 76 skills in this directory. The repository was last updated on July 16, 2026.

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