Leland+ for Break Into AI Careers

Working Effectively With ChatGPT

After reading this guide, you will learn how ChatGPT typically behaves, why its answers sometimes feel inconsistent, and how to respond best to it.

How to get into the top AI and Web3 companies

Are you eager to break into the dynamic worlds of AI and Web3 but unsure where to start? Join me, David, for an insightful session on how to land a role at top AI and Web3 companies. With my background as a former Recruiting Director at Andreessen Horowitz and experience recruiting for tech giants like Meta, Intuit, and Zoom, I have the insider knowledge to help you succeed. ​In this event, we'll cover essential topics such as skill-building, AI strategy, resume reviews, salary negotiation, and behavioral interview preparation. Whether you're just starting out or looking to make a career shift, this session will equip you with the tools and strategies you need to stand out in these competitive fields.

Which AI job is the right fit for me personally?

A guided walkthrough discussing how to view different jobs like research engineer, forward deployed engineers, and different GTM roles and which one might be a fit for you based on your skillset and experience.

Walk through to Roles in AI — How It Differs from Traditional Tech

This guided session introduces you to key roles like research engineer, forward deployed engineers, and different GTM jobs at AI companies and how to think about them.

The New Frontier: Landing a Job in AI

​Artificial intelligence is reshaping every industry—and the demand for skilled professionals is skyrocketing. In this panel, Nitin A. (Senior Director of AI @ Microsoft), David H. (Former Talent @ Meta, Intuit, a16z), and Andrew Q. (Former Head of AI @ Spotify) will share how to break into the fast-growing AI field, even if you don’t have a traditional technical background. You’ll learn what hiring managers are looking for, how to position your experience, and where the biggest opportunities are emerging.

Career Pathways in Trust and AI Safety

Trust and AI safety roles are growing quickly, but the paths into them are often unclear and highly interdisciplinary. This session is for students and professionals who want to understand how to break into this space and what backgrounds actually translate. You’ll learn how to map your current experience to relevant roles, identify the core skills and knowledge areas that matter, and position your interest in AI safety in a credible, differentiated way.

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.

How to Become an AI Leader At Your Company

AI leadership isn’t just about technical expertise—it’s about influence, strategy, and execution. In this session, expert Leland coach and AI Program Director at Fabletics Logan K. will break down how to position yourself as a trusted AI leader within your organization, regardless of your formal role. You’ll learn how to identify high-impact opportunities, communicate AI value to stakeholders, and drive adoption responsibly and effectively.

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

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.

AI Monthly News Update - January 2026

This is 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. Work with Solomon or join his upcoming bootcamp (AI Mastery - March 2026) at this link: https://www.joinleland.com/bootcamps/ai-mastery-bootcamp

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.

How to Land a Job in AI

Curious how to break into the fast-growing world of Artificial Intelligence? Whether you’re coming from a technical background, transitioning from another industry, or just starting to explore AI-related roles, this session will give you a clear roadmap to get there. In this workshop, we’ll cover what it really takes to land a job in AI—from identifying the right roles and building in-demand skills to positioning your resume, projects, and experience to stand out. You’ll learn how hiring teams evaluate candidates, how to showcase your technical and non-technical strengths, and how to avoid common pitfalls when breaking into the field. Whether you’re aiming for roles in machine learning, data science, product, research, or applied AI, this session will equip you with practical insights and actionable strategies to help you compete—and succeed—in today’s AI job market.

How to Land a Job in the New Frontier: AI Careers

AI is reshaping every industry, and landing a role in this fast-moving space requires more than just technical interest. This session breaks down the AI job landscape, the roles companies are hiring for, and how candidates from technical and non-technical backgrounds can position themselves competitively. You’ll learn how to build relevant skills, craft a compelling narrative, and navigate recruiting for AI-focused roles across tech, startups, and traditional companies.

The AI Career Edge: Positioning Yourself for the Future of Work

AI is reshaping how companies hire, what skills matter, and how careers evolve. The candidates who stand out aren’t just using AI tools—they know how to position themselves strategically for a rapidly changing job market. In The AI Career Edge: Positioning Yourself for the Future of Work, you’ll hear from experienced coaches who regularly work 1:1 with candidates navigating career transitions in an AI-driven landscape. This panel offers rare access to the same frameworks used in coaching sessions to help professionals adapt, stay competitive, and communicate their value effectively.

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.

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.

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.