Leland+ for Break Into AI Careers

Walk through of AI Company Landscape with Live Examples

In this live guided walkthrough, we'll walk through Bessemer's AI market map to understand the entire landscape of how these AI companies operate together, and talk about different considerations in taking jobs in different parts of the AI stack.

Introduction to the AI Company Landscape & Assignment

This will introduce the AI jobs landscape and also share reading to help you dive deeper to understand the entire AI market. There is an assignment to research three companies of interest to better understand what companies in this space do.

AI Monthly News Update - January 2026 (Slides)

These slides are from the first of a series of monthly news updates related to advancements in AI. This update covers AI tools and LLMs, global AI and infrastructure, robotics and gadgets, and the impact of these advancements on daily life and business. Check out the event here: https://www.joinleland.com/content/item/urn:contentEntry:69839327a1f4968d5ca1feb5?fromName=all

Home for Ambition #2 — Weekly Live Show [3/25/2026] (Recording)

Home for Ambition is a weekly live show, by Leland, for people trying to stay ahead as work, learning, and opportunity keep changing. Each episode tackles a handful of timely, high-signal topics across AI, careers, education, and the future of work. We expect thoughtful debate, unique perspectives, and practical takeaways you can actually use. It is not a typical interview show or a generic news recap. It is a live roundtable built to help ambitious people make sense of what is changing, understand what matters, and leave with a sharper point of view on how to navigate what comes next.

OpenClaw for Beginners: Build AI Agents from Scratch (Free)

A complete beginner-friendly course on building and running AI agents using OpenClaw Architecture — 100% free to set up. In this course, you'll learn how to: • Install and configure OpenClaw on a DigitalOcean droplet (cloud server) • Connect your preferred language model (OpenAI, Claude, Gemini, Grok, Qwen, and more) • Understand the core anatomy of an AI agent: soul, identity, skills, memory, heartbeat, and cron jobs • Add Perplexity-powered search capability to your agent • Troubleshoot terminal errors in real time using a "fail fast" methodology • Manage costs and token usage to keep your monthly spend under $50 • Think like a builder: define your success outcome before writing a single line of config This course is built for non-technical beginners and power users alike. You'll watch a live, detailed setup — including real errors and how to fix them — so you know exactly what to expect when building your own agent infrastructure. By the end, you'll have a self-hosted AI agent running autonomously in the background, capable of handling research, sales outreach, content, and more — amplified across everything you do.

How to Transition Into AI from Any Background

Many professionals are interested in working in AI but aren’t sure how to translate their current skills into opportunities in the field. This session is designed for candidates from technical and non-technical backgrounds who want a realistic path to entering the AI ecosystem. You’ll learn how to identify transferable skills, position your experience for AI-related roles, and prioritize the tools, projects, or learning paths that hiring managers actually value.

The 2026 AI Strategy Playbook

A strategy session for ambitious professionals who want to stand out so clearly in the AI era that leadership can’t ignore them.

Understanding AI Compensation Data 2025

Provides updated, accurate AI salary ranges across roles such as AI researcher, MLE, and FDE, based on Glassdoor, Levels.fyi, and recent industry reports including the NYT's superstar compensation story. Includes assignment to benchmark target roles against market pay.

Creating Impactful Pre-Job Projects

Walkthrough of building and presenting portfolio pieces that resonate with AI employers, featuring tips on storytelling, technical demonstration, and networking through project sharing.

Inside the Forward-Deployed Engineer Role

Interactive session dissecting the FDE role with real-world examples, skill mapping, and discussion on how FDEs accelerate AI adoption in enterprise environments.

AI Job Market Noise, Networking Strategies & Referrals

Examines challenges posed by imprecise AI job listings and teaches targeted networking practices, referral system insights, and rapport-building with insiders, plus an assignment to initiate connections and refine messaging.

AI Week Kickoff: AI’s Impact on Jobs, Business, and Daily Life

Join us as we kick off AI Week with an incredible panel exploring how artificial intelligence is reshaping the ways we live and work. This session, AI’s Impact on Jobs, Business, and Daily Life, brings together leading voices at the intersection of technology, work, and innovation — Andrew Q. (former Head of AI at Spotify, early OpenAI Engineer), Andrew S. (Editor at Large for Jobs & Career Development at LinkedIn News, Host of the Get Hired podcast), and Solomon C. (AI and Automation Expert). Together, they’ll unpack how AI is transforming industries, redefining roles, and creating new opportunities for both individuals and organizations. ​The kickoff is just the start. Throughout AI Week (Nov 10–13), we’ll dive deeper into the most important ways AI is shaping our world — from practical sessions on AI upskilling and using AI to grow your business, to insights on building a career in the age of AI. Whether you’re a professional, student, or business owner, you’ll leave equipped with the tools, strategies, and inspiration to thrive in the AI era.

AI-Powered Lead Gen: More Leads, Less Work

Tired of spending hours prospecting, researching, and qualifying leads manually? In this session, Robin V., a Leland coach and AI automation expert, will show you how to harness AI to streamline your lead generation process and scale your outreach effortlessly. ​You’ll discover practical tools and tactics for finding high-quality leads, personalizing outreach at scale, and automating key parts of your sales funnel—without sacrificing authenticity or results. Whether you’re a founder, marketer, or sales professional, you’ll walk away with actionable strategies to generate more leads in less time using AI.

From Applicant to AI Marketer: Your Blueprint for Landing a Dream Job

Landing your dream job at the intersection of AI and marketing demands more than just a sharp resume—it requires strategic positioning, domain fluency, and an ability to tell your story through data. Join Arthur B., seasoned product marketing leader with experience at Meta, TikTok, Adobe, and now Google AI, to get the inside scoop on what it really takes to break into the AI marketing world. ​Arthur will walk you through how to identify and build the right skills, tailor your narrative for AI-driven roles, and structure your application to land attention in a crowded field. ​Whether you’re pivoting from a traditional marketing role or entering the AI space for the first time, this session will give you a clear blueprint to differentiate yourself and move confidently toward your ideal role.

Introduction to Roles in AI — How It Differs from Traditional Tech

This reading introduces you to key roles like research engineer, forward deployed engineers, and different GTM jobs at AI companies. It includes an assignment designed to teach you how to better understand these roles.

Mastering AI Networking & Referrals

Guide to building meaningful relationships in the AI ecosystem, overcoming hiring noise, and securing referrals through thoughtful engagement and value-add interactions.

Which AI job is the right fit for me?

Reading to understand roles and impact on things like work-life balance, focus time vs. meetings, and more. Includes a research assignment and table laying out different aspects of each job.

Navigating AI Salary Data & Market Trends

Walkthrough of key salary datasets and trends, explaining what drives compensation differences and how candidates can evaluate offers and align career goals with compensation realities.

Forward-Deployed Engineers & AI Services-Led Growth

Explores the FDE role in detail: client-facing integration, technical implementation, rapid prototyping, and serving as a bridge between engineering and GTM, supported by insights from a16z and industry examples. Assignment encourages role research and personal reflection.

Building Your AI Portfolio & Outside-In Projects

Detailed strategies for engineers, designers, marketers, and data scientists to craft projects showing value aligned with target companies. Includes best practices for packaging and sharing work and an action-oriented assignment.