career-transitions

career-transitions is a skill for Claude Code, Codex from RefoundAI/lenny-skills. It costs 27 tokens per session (1,591 once invoked), scanned A, original, MIT.

A coaching framework for changing careers or professional roles, based on material from Lenny’s Podcast and Newsletter. It focuses on assessing your current fit, finding energising work, evaluating organisations, and planning a transition.

In plain words
What is it for?
It helps assess role fit, compare opportunities, examine leadership and team quality, clarify professional identity, and plan a move between roles.
Why use it?
It helps turn a broad career change into a structured review of your skills, work environment, motivation, and next-step options.

Skill for Claude CodeCodex

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

Good fit It helps assess role fit, compare opportunities, examine leadership and team quality, clarify professional identity, and plan a move between roles.

Compare 6 skills from other repositories ↓
Install with agentmods
npx agentmods add skills/refoundai/lenny-skills/career-transitions
About the project

Lenny Skills is a collection of product-management and engineering workflows for Claude Code and other AI agents, covering areas such as strategy, research, planning, shipping, growth, and hiring. Each skill gives an agent specialized guidance, frameworks, checklists, or templates for product work, and the catalogue contains many of these skills.

RefoundAI/lenny-skills · 1,321 stars · on GitHub

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 RefoundAI/lenny-skills --skill career-transitions
Clone the repo
git clone --depth 1 https://github.com/RefoundAI/lenny-skills

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 career-transitions

README.md
[![agentmods](https://agentmods.dev/badge/skills/refoundai/lenny-skills/career-transitions/github.svg)](https://agentmods.dev/skills/refoundai/lenny-skills/career-transitions)
Your own site
<a href="https://agentmods.dev/skills/refoundai/lenny-skills/career-transitions"><img src="https://agentmods.dev/badge/skills/refoundai/lenny-skills/career-transitions/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 career-transitions

Your own site · 80×15
<a href="https://agentmods.dev/skills/refoundai/lenny-skills/career-transitions"><img src="https://agentmods.dev/badge/skills/refoundai/lenny-skills/career-transitions.svg" alt="Reviewed on agentmods" width="80" height="20"></a>
Per session 27 Skills are progressive disclosure: only the name and description are preloaded; the body loads when the skill is used.
When invoked 1,591 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. Third-party audits
  • Socket pass 18 Mar 2026
  • Snyk pass 15 Feb 2026
  • NVIDIA SkillSpector pass 7 Sept 2026
How audits are shown
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 $0.00027 $0.01591
Opus 5 $0.00014 $0.00796
Sonnet 5 $0.00005 $0.00318
Haiku 4.5 $0.00003 $0.00159

Measured 12d ago against content hash e7b6911b5d84, method: parsed. Prices are Anthropic first-party input rates as of 2026-09-11, from the pricing page.

Security

Grade A, and why

career-transitions 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 12d 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/career-transitions/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.

Move beyond the default path by optimizing for high-growth environments and internal energy.

Help the user with navigating career transitions using insights from 24 guests and posts across Lenny's Podcast and Newsletter.

How to Help

  1. Audit current fit - Use data-driven frameworks to assess if your current environment supports your unique skill set.
  2. Identify energy sources - Move away from logical checklists to find roles that generate internal excitement and heat.
  3. Evaluate organizational quality - Look past titles to verify leadership commitment to growth and partner quality.
  4. Plan the transition - Create intentional space between roles to shed old habits and prepare for new cultural norms.

Core Principles

Perform an annual environment audit

Bangaly Kaba: "The framework is really that there's impact that you're really trying to drive and that is the thing that is the most important. And the impact is only achievable by looking at two sets of variables, a set of variables related to the environment, a set of variables related to your skills, and really breaking down each and understanding what's happening in the environment bit by bit and what's happening with your skills and where are you hindered structurally within the environment?"

Maximize success by objectively scoring your manager, resources, and team to ensure the environment actually enables your skills.

Use a car wash gap between jobs

Bob Baxley: "The thing I took away from Apple, and I think this is true for anybody changing from one major culture to another is most likely the new place hires you because of the values of the organization you left, but not the behaviors. And so I think it's important to recalibrate and say, well, I want to hold onto these values."

Give yourself a significant time buffer to intentionally shed the behavioral habits of your previous role before starting a new one.

Prioritize cliff-jumping opportunities

Molly Graham: "I only like doing jobs that I'm highly unqualified for. I like being on learning curves so steep that I'm scared I'm going to fall off. And so I left and I wanted to learn what it took to build something from nothing."

Read the full file on GitHub · 95 lines

Files

What ships with it

2 files beside SKILL.md in the same directory: the scripts, references and assets a skill reads on demand. Not counted in the per-session cost; read them before you install if any of them is executable.

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. 12d ago First seen · 95 lines · 27 tokens per session scan A e7b6911b5d84

Subscribe to this mod's changes

career-transitions is a skill published in the GitHub repository RefoundAI/lenny-skills (1,321 stars, last pushed 1mo ago), licensed MIT. It adds 27 tokens to every session and 1,591 once invoked, about $0.0001 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 2026-08-30.