lennys-career

Match users with expert career frameworks for job search, advancement, transitions, and negotiation.

Updated Jan 30, 2026
One-click install
npx skills add https://github.com/saadiq/lennys-wisdom --skill lennys-career
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: lennys-career
Source: https://github.com/saadiq/lennys-wisdom/tree/main/skills/lennys-career
Command: npx skills add https://github.com/saadiq/lennys-wisdom --skill lennys-career

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve?

Help users tackle career challenges by surfacing expert frameworks from Lenny's Podcast interviews to inform decisions on career development, job searching, advancement, negotiation, and transitions.

Core Features & Use Cases

  • Diagnostic process that asks targeted questions one at a time to identify your challenge.
  • Surfaces 2-3 relevant expert frameworks with actionable steps and real-world examples.
  • Delivers guidance across multiple career stages for job search, promotions, career pivots, and negotiation outcomes.

Quick Start

Describe your current career challenge and I will surface 2-3 expert frameworks with practical steps.

Frequently Asked Questions about lennys-career

High-intent search queries and answers about installing and using this skill.

FAQPage Schema
How do I use career frameworks to guide my job search?

Career frameworks guide your job search by providing diagnostic questions to identify your challenge, then surfacing 2-3 expert models with actionable steps and real-world examples. This matches your specific situation to proven strategies for navigating employment transitions.

What is the best way to prepare for a salary negotiation?

The best way to prepare for salary negotiation is applying expert frameworks that offer concrete implementation steps and real-world examples. These models help you structure your approach to achieve better negotiation outcomes across different career stages.

Can I get career coaching for transitioning to a new role?

Yes, career coaching for transitioning to a new role is available through diagnostic questioning that identifies your specific challenge. It then matches you with 2-3 expert frameworks covering career pivots, advancement, and transitions with practical steps.

How does the diagnostic process work for career planning?

The diagnostic process for career planning works by asking targeted questions one at a time to pinpoint your exact challenge. It then matches your responses to expert frameworks that deliver actionable steps for job searching, advancement, or negotiation.

What career stages do these advancement frameworks support?

These advancement frameworks support multiple career stages, covering job search, promotions, career pivots, and negotiation outcomes. They deliver guidance tailored to your specific stage through a diagnostic matching process.