Leland+ Content Library

Perfecting Your Pitch

After this session, you will know how to structure a startup pitch that clearly communicates traction, differentiation, and ask in the time you actually have. We will cover how to lead with the problem in a way that earns attention, how to frame your market sizing without losing credibility, and how investors typically decide whether to keep listening after the first two minutes.

Three Types of AI Memory

There are three types of AI memory: in-context memory, file-based memory, and retrieved memory. This reference card outlines examples of each and tips for how to prioritize how you save and transfer data to AI Agents.

Meeting Prep Skill

"/meeting-prep" generates a pre-meeting brief by pulling upcoming calendar events, searching Notion for relevant project context, and scanning Slack for recent conversations. This is all synthesized into a one-page brief covering purpose, outcomes, open questions, and prep notes. To install, run this in your terminal after downloading the file: unzip ~/Downloads/meeting-prep-skill.zip -d ~/.claude/skills/meeting-prep/

Home for Ambition #5 — Weekly Live Show [4/17/2026] (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 Nail Your Stock Pitch [5/8/2026] (Recording)

A strong stock pitch can be the difference between breaking into hedge funds and getting passed over, but many candidates struggle to make their ideas both clear and convincing. This session is for those preparing for hedge fund interviews who want to refine how they present an investment thesis. You’ll learn how to structure a compelling long or short pitch, communicate your edge and assumptions, and handle the kinds of pushback investors use to test your thinking. Join live to ask questions about your own pitch ideas and see how experienced investors evaluate them in real time. The speaker brings deep hedge fund experience and regularly coaches candidates on pitching and interview prep. They’ll share the patterns they see across successful pitches and the kinds of feedback typically given in 1:1 coaching sessions.

Ask Me Anything: Medical School Applications with a Current Adcom

The medical school application process can feel opaque, and many applicants have questions that aren’t easily answered by guides or forums. This session is for prospective students who want direct insight from someone evaluating applications every day. You’ll learn what admissions committees prioritize, how to frame your experiences effectively, and what common mistakes to avoid when preparing your application.

How to Automate Recurring Work in Cowork

Claude Cowork is an Anthropic tool available in the Claude Desktop app that can access your full computer and help you to automate your tasks.

How To Write Outstanding Law School Application Essays [4/16/2026] (Recording)

Your law school application essays are arguably the most important aspect of your law school applications. To have the best outcomes and plenty of options at the end of the process, you need to craft compelling essays with solid narratives that paint a picture beyond your numbers. We will talk about different essay prompts and how best to tackle them, why it makes sense to have two 'main' essays instead of just one, how to handle optional essays and the dreaded 'why x school' essays. We will also have time for some 'Ask Me Anything' at the end.

Giving Context to Your Agents: Making Your First CLAUDE.md

CLAUDE.md is a plain text file that loads automatically at the start of every Claude Code or Cowork session. It tells Claude who you are, what you are working on, what tools you use, and how you want Claude to behave.

Weekly Recap Skill

"/weekly-recap" pulls completed Notion tasks, key Slack decisions, and resolved Gmail threads from the past week and formats them into a manager-ready Friday summary covering what shipped, what's in progress, key decisions, blockers, and next week's priorities. To install, run this in your terminal after downloading the file: unzip ~/Downloads/weekly-recap-skill.zip -d ~/.claude/skills/weekly-recap/

GMAT Advanced Quant Workshop: Exponents & Roots - Applied Strategies & Tips

Many high-scoring GMAT candidates hit a ceiling on Quant because of advanced exponent and root problems. These questions aren’t just about knowing the rules—they test whether you can recognize patterns, simplify quickly, and avoid time-consuming calculations. In GMAT Advanced Quant Workshop: Exponents & Roots – Applied Strategies & Tips, you’ll learn how top performers approach the hardest versions of these questions. The coach regularly works 1:1 with GMAT candidates and will share the same problem-solving strategies used in coaching sessions to help students push from strong scores into the top percentile. Who This Is For - GMAT test-takers aiming for a 48–51 Quant score - Students comfortable with basics but struggling with harder exponent and root problems - Candidates looking to improve speed and efficiency on advanced Quant - Test-takers who want a clearer approach to high-difficulty problem types What You’ll Walk Away With - How to simplify complex radical and exponent expressions quickly - The exponent patterns that appear most often in hard GMAT problems - When to calculate exactly vs. when to use estimation strategically - The reasoning patterns that separate a 48 from a 51 on Quant

Claude Chat vs. Cowork vs Code

There are a lot of options for how to approach tasks using AI. Learn which interface to reach for why one might be more suited to specific tasks than the others.

Inside the PE Behavioral Interview: What Actually Matters

Private equity behavioral interviews test far more than culture fit, yet many candidates approach them like standard behavioral screens. This session is for candidates preparing for PE interviews who want to understand what actually matters when firms evaluate your experiences. You’ll learn how to choose and refine your stories, demonstrate ownership and judgment, and communicate your background in a way that aligns with how PE investors assess talent.

Research Brief Skill

"/research-brief" searches the web and synthesizes current information on any topic, person, company, or tool into a tight 300-500 word brief with essentials, relevance, key facts and numbers, what to watch, and sources. To install, run this in your terminal after downloading the file: unzip ~/Downloads/research-brief-skill.zip -d ~/.claude/skills/research-brief/

Employment / Networking Opportunity Tracker Skill

"/opportunity-tracker" logs professional opportunities (job applications, networking contacts, informational interviews) to a Google Sheet, surfaces follow-ups due within 7 days, and generates a full pipeline view organized by status. Output format and location can be customized (ie send to a Notion doc instead). To install, run this in your terminal after downloading the file: unzip ~/Downloads/opportunity-tracker-skill.zip -d ~/.claude/skills/opportunity-tracker/

Outreach Email Frameworks Skill

"/copy-frameworks" writes outreach emails using campaign-tested frameworks (SPARK, PAS, AIDA, Nudge) with two variants per request. To install, run this in your terminal after downloading the file: unzip ~/Downloads/copy-frameworks-skill.zip -d ~/.claude/skills/

How to Master Marketing Behavioral Interviews

Many marketing candidates struggle with behavioral interviews, not because they lack strong experiences, but because they haven’t learned how to present those experiences clearly and convincingly. This session is designed for candidates pursuing marketing roles who want to understand how interviewers evaluate behavioral answers and what separates average responses from memorable ones. You’ll learn how to structure stories using a clear framework, highlight measurable impact, and answer common marketing interview questions in a way that demonstrates strategic thinking and collaboration.

Notion Task Manager Skill

"/notion-task-manager" parses brain dumps, bullet lists, meeting notes, or voice transcripts into structured Notion tasks with inferred title, project, owner, priority, and deadline. It then creates them in the right database and confirms what was added. To install, run this in your terminal after downloading the file: unzip ~/Downloads/notion-task-manager-skill.zip -d ~/.claude/skills/notion-task-manager/

Investor Revenue Report Skill

"/investor-revenue-report" generates a board-ready revenue report with ARR trends, pipeline coverage, and target-vs-actual framing. To install, run this in your terminal after downloading the file: unzip ~/Downloads/investor-revenue-report-skill.zip -d ~/.claude/skills/

Business Case Builder Skill

"/business-case-builder" follows standard case structure by building a structured pitch for a new initiative, automation, or investment with ROI framing and risk summary. To install, run this in your terminal after downloading the file: unzip ~/Downloads/business-case-builder-skill.zip -d ~/.claude/skills/