Leland+ Content Library

MBA Application Week Kickoff [6/1/2026] (Recording)

GIVEAWAY DURING EVENT: Join for the chance to win $300 of coaching credit! Starting your MBA applications can feel overwhelming when you’re not sure how to prioritize test prep, school selection, and your overall story. This kickoff session is designed for prospective applicants who want a clear roadmap for the week ahead and a sharper understanding of what top programs are actually looking for. You’ll walk away with a structured plan for tackling your application components, a framework for evaluating your candidacy, and guidance on how to get the most value out of each upcoming session. Attending live gives you the chance to ask questions about your goals and get real-time direction on where to focus first. The speaker works closely with applicants and will share the patterns they see across successful candidates, along with what they look for when evaluating readiness. If you want to start the week with clarity and momentum, it’s worth showing up live.

MBA Application Week Kickoff [6/1/2026] (Recording)

GIVEAWAY DURING EVENT: Join for the chance to win $300 of coaching credit! Starting your MBA applications can feel overwhelming when you’re not sure how to prioritize test prep, school selection, and your overall story. This kickoff session is designed for prospective applicants who want a clear roadmap for the week ahead and a sharper understanding of what top programs are actually looking for. You’ll walk away with a structured plan for tackling your application components, a framework for evaluating your candidacy, and guidance on how to get the most value out of each upcoming session. Attending live gives you the chance to ask questions about your goals and get real-time direction on where to focus first. The speaker works closely with applicants and will share the patterns they see across successful candidates, along with what they look for when evaluating readiness. If you want to start the week with clarity and momentum, it’s worth showing up live.

Defining Your Personal Narrative for MBA Applications [6/3/2026] (Recording)

GIVEAWAY DURING THE EVENT: Join for the chance to win a free seat in Leland's MBA Bootcamp! Many MBA applicants have strong experiences, but struggle to turn them into a narrative that feels clear, cohesive, and memorable. This session is for candidates who want to better define the story they’re telling across their entire application. You’ll learn how to identify the themes that connect your experiences, communicate your goals with more clarity, and build a narrative that feels authentic while aligning with what admissions teams look for. Join live to ask questions about your own application story and get guidance from an expert MBA coach who is a Chicago Booth MBA and former admissions professional. The speaker has worked closely with applicants on positioning and storytelling and will share the patterns they see across successful candidates and standout essays. Expect practical insights and feedback similar to what’s covered in 1:1 admissions coaching conversations.

How to Build an AI Job Search Agent [5/11/2026] (Recording)

FREE BOOTCAMP SEAT GIVEAWAY ($999 VALUE). In this session, you will learn how to build a custom AI agent that automates the most time-consuming parts of your job search. We will cover how to set up an agent that tracks and prioritizes relevant job postings, drafts tailored outreach messages, and flags application deadlines without manual effort on your part. You will leave with a working framework you can deploy immediately, not just a conceptual overview. Lee works with job seekers on AI-assisted search strategies regularly, and the patterns they have identified across successful candidates reflect thinking that is hard to replicate by watching a recording alone.

MBA Self-Discovery Workbook: Unlock Your Narrative & Write Freely

This is a reflection-focused, 13-section workbook for MBA applicants to uncover and build your story before embarking on the complex, layered process of writing your essays. This resource is informed from my time in Stanford GSB's Interpersonal Dynamics (Touchy Feely), my time helping dozens of other GSB classmates find their voice as the Managing Editor for Stanford GSB's Paper (Nondisclosure), and in helping over 500 MBA applicants self-reflect in a way that feels genuine, personal and clarifying. I wrote this resource with just enough structure (but not too much), and with a practical eye towards covering the ground you'll need for your MBA apps. You'll go deep, but every question has a purpose. I also use this with everyone I work with, and it's something we'll cover at the very beginning of our process. My hope is that this resource, in addition to being a big help, feels like we're in conversation. The goal is just to get to know you a little better, one step at a time, in a way that feels natural, even enjoyable. Even if you're the only one who ever sees it, I've tried to write this in a way that I'd speak about this kind of thing with you. Because I think humans are the best way to help other humans see themselves a little deeper. And trust me, plenty of "coaches" could use more of that too ;) This workbook will cover your background, motivations, short and long-term goals, values, behavioral stories, and more. A PDF is attached here, but there's also a downloadable Word file I recommend using to make things much easier for you to fill out as you go. This took me about 20-30 hours of time to put together, and I suggest putting at least 5-10 into filling this out. Some go at it all at once, but most do it in a few sittings. Long walks are good to interperse between writing sessions, and I actually recommend you reflect and go back to this to update your answers several times throughout your MBA process. Save new versions as you go and you'll be able to see your application pixellate over this monthslong process. If you're reapplying, I'd push you to compare what you end up with here with what you submitted last time. The differences may be revealing. I hope ends up a real tool for you, and that it helps you find answers you might not have found otherwise. It also will give you a glimpse into what coaching together feels like. Don't hesitate to reach out if you feel like sharing this. Working on your writing and applications together is a natural byproduct of the kind of reflection you'll be doing here, and it's my favorite thing to help someone with. Happy writing :) -Ben

Cap Table & Waterfall Practice

Building and reading cap tables. Understanding dilution, option pools, liquidation preferences, participation preferences, and how terms affect founder and investor economics.

Crafting Strong Behavioral Stories for Consulting Interviews

Behavioral interviews can make or break a consulting offer. In this session, top Leland coach and ex-McKinsey EM Alan W. will walk you through how to craft clear, compelling stories that demonstrate leadership, impact, and problem-solving under pressure. You’ll learn how to structure your answers, avoid common pitfalls, and adapt your stories to different firms so you can show up confident and interview-ready.

MBA Scorecard: Rank Every Program to Find Your Fit

A personalized Excel scorecard for ranking every top MBA program that autopopulates based on key criteria you should evaluate in narrowing down your list to your top-choice programs. Weight only the factors that matter to you (e.g., specific career funnels, geography, cost, culture, academics), and score each program out of 100, and see your rankings update live. This includes a filled-out example as well so you can see what a final product looks like. Delete anything that isn't useful, and keep the rest so this search is custom-tailored to you.

The Resume Formula That Gets MBB Interviews

Learn how top candidates structure bullets, quantify impact, and position experience to pass the brutal MBB resume screen. This document is part 5 of a broader 9-part consulting interview resource kit. Please visit my page for the other templates and guides.

Wrap Up Your MBA Prep Before R2 Deadlines

Get ready to submit your strongest Round 2 MBA application with guidance from top Leland coaches. This session will cover final essay tweaks, resume polish, recommendation strategies, and interview prep to ensure every component of your application is aligned and compelling. You’ll leave with a clear plan and actionable next steps to approach Round 2 deadlines with confidence.

8 Steps to an MBA App: 3) Core Values, Superpowers & LOR Strategy

Applying to business school can feel overwhelming! You have dozens of moving pieces: essays, short answers, video content, resume, recommendations, outreach, research, and more. This workshop is the third of a structured 8-part MBA Identity Mapping series designed to take you from fragmented tasks to a clear plan of action. In this session, you will identify your core values and defining strengths and begin aligning your Letters of Recommendation with your overall narrative. These sessions walk you step by step through building one fully aligned MBA application. In every workshop, you will be assigned tasks to complete over the next two weeks, keeping you organized and accountable. By the end, you will have strong, authentic essays and a cohesive narrative that runs consistently through your resume, goals, recommendations, school strategy, and interviews. You are absolutely welcome to watch individual sessions if you only need focused help on a specific component(s) of your MBA application. Event 3 clarifies your defining characteristic and begins the recommendation process: • Identify 3–5 core values and superpowers that consistently appear across your key stories. • Define what each strength truly means in your life and how it shows up in action. • Ensure your positioning reflects who you actually are, not who you think admissions wants you to be. • Learn how to select recommenders and ensure strong narrative alignment. This is the phase where your stories become identity. Instead of a collection of experiences, you now articulate the defining qualities that connect your past, present, and future. The MBA Identity Mapping process has guided 100+ applicants into every M7 program, all other top 20 U.S. programs, and leading international programs including INSEAD, London Business School, IESE, Esade, Oxford, Cambridge, NUS, and more. Clients consistently describe it as transformative because it replaces scattered effort with forward momentum and strategic clarity. If you are ready to clarify what truly defines you and ensure your recommendations reinforce your positioning, this is your next step.

Banking to Buy-Side: IB & Venture Playbook [5/18/2026] (Recording)

After this session, you'll understand how investment banking experience translates into a credible VC narrative and where most candidates lose the thread making that transition. We'll cover how to position deal experience for early-stage fund interviews, what VC firms actually look for in candidates coming from IB versus other paths, and how to think about sourcing as a differentiator when you have limited buy-side exposure. Attending live means you can bring your specific background and get a direct read on how it lands, which a recording cannot replicate. The coach works inside this industry and will share the patterns they see across candidates who successfully make this move, giving you a real look at how practitioners evaluate this transition.

Last Chance to Ask Questions for the Dental Early Admit… [6/1/2026] (Recording)

Dental early admission timelines move quickly, and many applicants reach the final stretch still unsure about how their application will actually be evaluated. This session is for students preparing to submit or finalize their dental early admit applications who want clarity before deadlines arrive. You’ll learn what admissions committees focus on most, the common mistakes that weaken otherwise strong applications, and how to make sure your essays, experiences, and overall narrative are working together effectively. Join live for an opportunity to hear directly from an experienced admissions coach who works closely with dental applicants throughout the process. You’ll be able to get real-time answers to key application questions and hear the kinds of insights and patterns typically discussed in 1:1 coaching conversations before submission deadlines.

Designing AI Systems That People Actually Trust and Use

​Most people using AI tools at work have the same quiet worry: what is actually happening to my data? It is a fair question, and most AI systems are not designed to answer it well. ​Join Andrew Quillen, former Head of AI at Spotify and Content Strategist at OpenAI, for a session on how to design AI systems that people actually trust. Andrew will walk through how to think about sensitive data, connectors, and access controls, how to prevent unintended exposure before it happens, and how to build systems where users always know what the AI can see and what it can't. He'll also cover the broader design principles, boundaries, visibility, and user control, that separate AI products people rely on from ones they quietly stop using. ​You'll leave with a practical framework for building AI that earns trust, not just attention.

How to Position Yourself for Promotion: What Leaders Actually Evaluate [6/2/2026] (Recording)

Many professionals assume strong performance alone leads to promotion. In reality, promotion decisions are usually based on a broader set of factors leaders evaluate when determining who is ready for the next level. In this workshop, we’ll break down how promotion decisions are often made and introduce a practical framework you can use to assess and strengthen your own positioning. Drawing from over 12 years in corporate professional services, executive search, and talent development leadership, including leading promotion review processes, sitting in on promotion and performance discussions, and advising on promotion decisions, I’ll share practical insights into what leaders actually look for when evaluating readiness for advancement. In this session, you’ll learn: - The key factors leaders evaluate when determining promotion readiness - Why strong performers still get passed over for promotion - How to assess your own positioning across results, leadership behaviors, and organizational confidence - Practical ways to strengthen your visibility, leadership presence, and readiness for the next level - How to identify the highest-impact areas to focus on for career growth You’ll leave with a clear framework to evaluate your promotion readiness, identify potential gaps, and approach your career growth more strategically and intentionally. This session is designed for professionals who are preparing for increased responsibility, navigating career growth, or looking to position themselves more effectively for future advancement.

Build an AI-Powered Lead Gen System in 45 Minutes (No Code) [5/30/2026] (Recording)

A practical build-along where you design a simple, end-to-end AI-assisted outbound workflow — from prospecting and enrichment to first-touch drafting — tailored for lean service businesses. Leave with a concrete, working outbound system you can implement immediately. Agenda: • 10 min: Overview of the agentic approach (browser agents + human-in-the-loop) and why it beats hiring another SDR • 25 min: Structured build steps — you demo, they follow along with a provided checklist template • 10 min: Qualify who should get DFY support vs. continue DIY Who this is for: Founders of agencies, consulting firms, and service businesses who want to build a repeatable AI-powered outbound engine without writing code. CTA: If you want this system fully built and wired into your tools in 2 weeks, book a System Builder call.

Last Chance to Ask Questions for the Dental Early Admit… [6/1/2026] (Recording)

Dental early admission timelines move quickly, and many applicants reach the final stretch still unsure about how their application will actually be evaluated. This session is for students preparing to submit or finalize their dental early admit applications who want clarity before deadlines arrive. You’ll learn what admissions committees focus on most, the common mistakes that weaken otherwise strong applications, and how to make sure your essays, experiences, and overall narrative are working together effectively. Join live for an opportunity to hear directly from an experienced admissions coach who works closely with dental applicants throughout the process. You’ll be able to get real-time answers to key application questions and hear the kinds of insights and patterns typically discussed in 1:1 coaching conversations before submission deadlines.

VC Recruiting Workbook

Template to articulate your unique value proposition and background story for VC recruiting; Evaluate your current track record and identify 3 goals to strengthen your candidacy over the next 90 days.

Home for Ambition #9 — Weekly Live Show [5/13/2026] (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.

Product Requirements Document Template

Stop reinventing the wheel every time you kick off a new product. This battle-tested PRD template walks you through everything from TL;DR overviews and user flows to system requirements, metrics, and launch planning, so your team stays aligned and nothing falls through the cracks. Whether you're a first-time PM or a seasoned lead, this is the structure that keeps stakeholders happy and engineers unblocked.