Leland+ Content Library

Building Custom AI Agents

How to design, instruct, and deploy agents that are tailored to the exact work you need done, from role definition through to real tools and skills.

Start Now: Building an Excellent Law School Application

If you’re planning to apply to law school, the strongest applications start taking shape months before the deadline. This session is designed for future applicants who want to use the early timeline strategically—before essays, recommendations, and school lists become a last-minute scramble. You’ll learn how to start building a compelling application foundation, clarify the story your materials should tell, and prioritize the steps that matter most in the months leading up to submissions.

AFOQT Math Formulas Sheet

You don’t need to memorize hundreds of formulas — you need to understand when and why to use each one.

Am I Getting in My Own Way? How to Stop Self-Sabotaging

Am I Getting in My Own Way? How to Identify and Stop Self-Sabotage I have a question I need you to answer honestly — without judgment and without shame. Are you someone who constantly procrastinates on the things that would actually make your life better? Do you find yourself avoiding the very opportunities you've been dreaming about? Have you been a people pleaser your whole life even when it hurts you? Do you look around and feel like everyone else is moving forward while you're standing still — and you have no idea why? If you answered yes to any of those, I have some news for you. You're self sabotaging. And you have been for a while. I know that sounds like a lot. But here's what I also need you to hear: 9 in 10 adults engage in self sabotaging behavior. This doesn't mean you're broken, lazy, or unworthy of the life you want. It means you're human — and nobody ever taught you how to get out of your own way. That's exactly what this workshop is for. In this free 30-minute live event, I'm going to show you what self sabotage actually is, where it comes from, and most importantly how to finally start breaking free from it. You're going to leave this session having identified your own patterns in real time. Some of what comes up might surprise you. It might even sting a little. But I promise you: the moment you can see it, you can start changing it. Here's what we're going to cover: • The truth about self sabotage that most people get completely wrong — it's not your fault • Why 95% of your daily decisions are being made for you without your knowledge, and how that's been keeping you stuck • The two root causes behind every self sabotaging behavior, and a live exercise to figure out which one is running your life • The first real step toward breaking the cycle This workshop is for you if: • You keep putting off the things you know would change your life • You feel like you want to hit a goal, but something inside you won't let you go after it • You've been a people pleaser your whole life and finally want to stop it I want to be real with you; this is some of the most important work you will ever do. Not just for yourself, but for the people around you too. The patterns we're going to uncover in this session don't just affect your goals — they affect your relationships, your finances, your sense of self, and your ability to actually enjoy the life you're working so hard to build. Attendees will receive an exclusive offer at the end of the session — 50% off a 1:1 coaching session with me, and a free copy of my ebook You vs. You: How to Overcome Self Sabotage.

3 AI Skills to Land your Job in ... The Automotive Industry

Some people want to work with code, data, or financial models. I understand that. For me, it was always the physical object: the part you can hold, the vehicle you can drive, the product that exists in the real world. I spent 30 years in the automotive industry, in roles from product engineering to divisional CEO at a Tier 1 supplier. I know what OEMs and Tier suppliers look for; I also know which skills are shifting fast right now because of AI. This Tuesday series focuses on industries with tangible products. The first session covers automotive: one of the largest, most technically complex, and most globally connected industries on the planet. We will discuss three specific AI skills that are changing what hiring managers expect in 2025, and how you can demonstrate them before you walk into an interview. If you want a career building, selling, or improving things you can see and touch, this session is for you.

The Real Day-to-Day in Venture Capital—and How to Interview for It

Venture capital is often talked about in broad terms, but the actual day-to-day work and hiring expectations are less visible to candidates. This session is for those exploring VC who want a clearer understanding of what the role involves and how to position themselves for it. You’ll learn what investors actually do across sourcing, diligence, and portfolio support, how candidates are evaluated in interviews, and how to communicate your thinking in a way that reflects investor judgment.

Iterating for AI Workflows

Why the best AI workflows aren't built in one shot and how planning, small tests, and careful refinement produce things that actually work.

Three Principles for AI Coding

These three principles form the foundation of effective AI-assisted development. Master them and you'll ship better code faster.

Home for Ambition #4 — Weekly Live Show [4/8/2026] (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.

Your MBA Edge: Turning a Non-Traditional Path into a Winning App

Join this live conversation with a Korean INSEAD admit from a niche industry (gaming) and their admissions coach, Caolan. We’ll unpack how to build an authentic, coherent MBA story without over‑fixating on scores, even as a reapplicant or non‑traditional candidate. You’ll see how they framed transferable skills, targeted schools with different cultures, and prepared for interviews. - Learn how to craft a compelling and authentic application story that stands out, even with diverse career paths or perceived weaknesses like a lower GPA. - Understand why storytelling, strategic discussions, and a holistic approach can be more critical than perfect quantitative metrics (GMAT/GPA) for top MBA admissions. - Discover strategies to reframe your niche industry experience as a competitive advantage, turning perceived disadvantages into strengths. - Gain insights into researching and articulating school-specific fit, moving beyond generic website information to truly customize your application. - Be inspired by a reapplicant's journey to INSEAD, demonstrating that with the right approach and guidance, success is achievable for a wide range of profiles. - Learn what to look for in a consultant, including the importance of genuine care, industry understanding, and time investment. An engaging, interview-style conversation between Caolan Hunter and Gitak Kwak, followed by an open Q&A session, designed to empower aspiring MBA candidates, particularly those from non-traditional backgrounds or facing unique application challenges, by offering practical insights and an inspiring success story. Who it’s for: - Korean and international MBA hopefuls - Reapplicants or candidates from niche / non‑traditional industries - Applicants worried about stats (GPA/GMAT) or “imperfect” profiles

Headhunters and Resumes: How to Get Noticed in PE Recruiting

Private equity recruiting is highly selective, and your resume and cover letter need to communicate impact, rigor, and investment judgment quickly. This session is designed for candidates targeting PE roles who want to understand how top applicants position their experience and stand out on paper. You’ll learn how to structure a results-driven resume, highlight deal and transaction experience effectively, and craft a cover letter that clearly signals fit and interest in the firm.

Non-US Elite MBA Pathways: Oxford (Saïd), LBS & Cambridge (Judge)

This session moves beyond school rankings to give you the strategic framework for leveraging the UK's unique position as a global career crossroads. Join cross-cultural career coach Caolan Hunter (ex-On, Ogilvy) to learn how to turn the immense brand power of Britain's top universities into a launchpad for your international ambitions. We will explore the distinct opportunities offered by Oxford (Saïd), London Business School, and Cambridge (Judge). By the end of this session, you will not only understand the nuances of the UK's elite MBA ecosystem but will leave with a strategic shortlist aligned with the UK's favorable visa reality and your specific career goals. Learning Objectives: What You Will Learn 1. The UK's Premier MBA Ecosystem: Discover the crucial differences between the standalone, finance-centric powerhouse of London Business School and the deeply integrated, tech and impact-focused models of Oxford and Cambridge. 2. Mastering the UK Post-Study Work Visa: Get a crystal-clear understanding of the UK's Graduate Route visa. We will analyze this two-year post-study work opportunity as a strategic tool and discuss how to leverage it for maximum career impact. 3. Strategic Career Positioning for the UK Market: Learn how to position yourself for top-tier roles in London's world-leading finance and consulting sectors, and how to tap into the burgeoning tech, biotech, and social impact scenes flourishing around the "Oxbridge" ecosystem. Key Outcomes: What You Will Walk Away With 1. An Ivy League-Caliber Framework: You will see how Oxford, LBS, and Cambridge serve as a strategic UK "Ivy League," opening doors globally in a way few other institutions can. 2. Actionable Visa & Employability Confidence: You'll have a clear, actionable strategy for using the UK's post-study work visa to secure a top job and build a long-term international career from a London base. 3. A Personal Viable Pathway Map: You will leave with the tools to determine which of these three iconic institutions (the city hub of LBS or the collegiate worlds of Oxford and Cambridge) is the right fit for your personality and career vision. 4. Global Brand Leverage: You'll understand precisely how to leverage these globally respected brands in interviews, networking, and long-term career planning to create opportunities far beyond the UK itself.

Job Finder Skill

"/job-finder" searches the web for job listings by industry, level, and location; it deduplicates against a running Google Sheet tracker and sends a draft formatted email digest with links to new postings. To install, run this in your terminal after downloading the file: unzip ~/Downloads/job-finder-skill.zip -d ~/.claude/skills/job-finder/

A Skill for Creating Skills

"/skill-creator" is Anthropic's official skill that creates new skills from scratch, modifies and improves existing skills, runs evals to test skill performance, and benchmarks skills with variance analysis and description optimization. To install, run this in your terminal after downloading the file: unzip ~/Downloads/skill-creator-skill.zip -d ~/.agents/skills/skill-creator/

PM Interviews in 2026 - Key Trends + Ask Me Anything

After this session, you'll have a clear picture of how PM interview expectations are shifting in 2026, including what interviewers are now prioritizing in product sense rounds, how AI-adjacent experience is being evaluated, and where candidates are losing points in execution and metrics questions. These are patterns that show up repeatedly across the candidates I work with, and knowing them changes how you prepare.

How to Properly Set up Claude Cowork for Agentic AI workflows

If you want to set up Claude Cowork so that you can properly create and automate your business workflows, you need to check out this playbook. It will give you step by step instructions to set up what you need to get agentic AI outcomes. It doesn't matter what business you are in, the set up will be applicable!

VC Modeling Test ANSWER

Don't download this file until you have completed your timed practice assessment.

How to Increase Your GRE Quant Score by 10 Points

In this video I strive to show aspiring M7 applicants how to increase their GRE quant score by 10+ points in a 10 week period.

Project Status Update Skill

"/project-status" generates a stakeholder-ready project status update by pulling completed/in-progress/blocked tasks from Notion and recent Slack activity, structured with a traffic-light status, specific outcomes, blockers, and next milestone. To install, run this in your terminal after downloading the file: unzip ~/Downloads/project-status-skill.zip -d ~/.claude/skills/project-status/

Vibe Coding Prompts That Work

Anyone who has vibe-coded knows that it takes practice and iteration to learn what does and doesn't work effectively. Here we break down some principles to help flatten out the learning-curve, improve your outputs, and save you tokens.