Leland+ for Break Into AI Careers

Job Search Operating System | Companion Presentation

Build Your Own Job Search OS — Companion Guide — the underlying system from the May 13 Build Anything session, packaged so you can recreate it from scratch. Inside: - Step-by-step build for the 6 trackers in Notion or Excel: full property lists, view filters, exact column headers - The full prompt library, every prompt mapped to a specific moment in your search (spotting a role, auto-filling an application, weekly inbox sweep, interview prep, reference calls) - A 7-day runbook to get the whole system live inside a week - Scheduled-task templates for the morning brief, weekly sweep, and Sunday retro - A failure-modes table for when the prompts don't behave This is for anyone running a real job search who's tired of holding 50 active threads in their head, rewriting "why this company" for the 47th time, or losing track of which recruiter said "check back in a month." You walk away with working trackers, prompts you can actually run, and daily/weekly cadence prompts to keep you up to date so you can focus on networking, prep and the more important human components of a real-life job search.

Claude in PowerPoint Prompt Library - Build Beautiful Presentations

A curated library of Claude prompts for designing beautiful PowerPoint decks—from outlining and slide structure to copy, image curation, layout, and polish. Built for anyone using Claude to build pitch decks, board decks, and event presentations faster, at much higher quality (and without burning through all your usage).

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.

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.

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.

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.

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-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.

Job Search Operating System | Prompt Library

Build Your Own Job Search OS — Companion Guide — the underlying system from the May 13 Build Anything session, packaged so you can recreate it from scratch. Inside: - Step-by-step build for the 6 trackers in Notion or Excel: full property lists, view filters, exact column headers - The full prompt library, every prompt mapped to a specific moment in your search (spotting a role, auto-filling an application, weekly inbox sweep, interview prep, reference calls) - A 7-day runbook to get the whole system live inside a week - Scheduled-task templates for the morning brief, weekly sweep, and Sunday retro - A failure-modes table for when the prompts don't behave This is for anyone running a real job search who's tired of holding 50 active threads in their head, rewriting "why this company" for the 47th time, or losing track of which recruiter said "check back in a month." You walk away with working trackers, prompts you can actually run, and daily/weekly cadence prompts to keep you up to date so you can focus on networking, prep and the more important human components of a real-life job search.

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.

The Claude Code Keyboard Shortcuts Cheat Sheet

A one-page visual reference for every Claude Code keyboard shortcut — modes, input, navigation, prompts, IDE integration, and desktop hotkeys. Built for anyone using Claude daily who wants to stop reaching for their mouse and start commanding at the speed of thought. Pro tip: pair this with WISPR Flow to work like 5x faster: https://wisprflow.ai/r?BEN101358 -- my philosophy is that your work and your output shouldn't be restricted by the physical.

Interviewing Strategies for AI Careers [5/22/2026] (Recording)

After this session, you will know exactly where AI tools accelerate sales performance and where they tend to create a false sense of productivity. Specifically, you will walk away with a clear framework for evaluating AI in your pipeline, an honest look at which sales tasks AI handles well versus where human judgment still wins, and practical guidance on integrating AI into outreach without losing the personal signals that actually close deals. Attending live means you can bring your specific workflow or stack and hear a direct response to your situation, not a generic answer recorded months ago. The coach works inside sales organizations daily and will share the patterns and failure modes they observe firsthand, giving you a slice of how a practitioner actually thinks through these decisions.

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.

Navigating an AI Career: from Google to Microsoft to AI startups

Curious what it’s really like to build a career in AI—and how to stand out in one of tech’s fastest-growing fields? In this session, Michael A., who previously worked at McKinsey, Google, and Microsoft, and who now works with AI startups, will share insights from his own journey across big tech and emerging companies. You’ll learn how to identify the right roles in AI, what skills and experiences matter most to hiring teams, and how to position yourself for long-term success in this evolving space.

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

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