Leland+ Content Library

AI Safety 101: What Every Builder Needs to Know [8/11/2026] (Recording)

After this session, you'll be able to identify the safety risks that matter most when building AI-powered products and explain how to design around them with intention. We'll cover how to evaluate model outputs for harmful behavior, how to think about alignment at the application layer, and how to document safety decisions in ways that hold up to scrutiny. These are the frameworks practitioners actually use when shipping AI responsibly. Attending live means you can ask how these principles apply to what you're building right now, and hear how the coach thinks through real cases in real time. This coach works directly in the AI safety space and brings the kind of judgment that only comes from making these decisions on live products.

The AI Workflow Audit: Discover Where AI Can Help You Most

Learn how to use AI to make your work faster and easier. In this hands-on session, you’ll turn ChatGPT or Claude into an audit partner that helps you map where your time goes, pinpoint repetitive or draining tasks, and uncover where AI can make your work easier. Outcomes: You’ll leave with a personalized “AI Audit Map” showing your top three opportunities to use AI for real impact, along with a practical framework and prompts to help you evaluate and redesign your workflows. No coding or automation required—just better ways to work. Learning Objectives: *Recognize the types of tasks best suited for AI support *Evaluate your own workflow to spot inefficiencies and AI opportunities *Apply a structured framework to redesign everyday processes for greater efficiency

Find Your Superpower: Win in the Fast-Changing PM World

​The product management world is evolving faster than ever—and the best PMs know how to adapt, stand out, and lead with their unique strengths. In this workshop, Sunny S.—a Product Manager at Atlassian who has coached 100+ professionals into roles at top tech companies—will share how to identify and leverage your personal “superpower” to thrive in today’s competitive PM landscape. ​Drawing from years of experience in tech and product hiring, Sunny will walk you through how to position yourself for growth, sharpen your storytelling in interviews, and build a long-term career that plays to your strengths. Whether you’re breaking into product management or aiming to level up in your current role, this session will help you find your edge—and own it.

Casing 101: Crafting a Bullet-Proof Case Interview Study Plan [7/24/2026] (Recording)

Have you been putting off learning how to (properly) case for your consulting interview? I received full-time offers from McKinsey, BCG, and Bain after teaching myself to case in just a few weeks by using a study plan that took me from feeling intimidated to genuinely excited to sit for my case interviews, confident I could unravel any case question put in front of me. In this session, I will lay out how to create a truly effective prep plan, even on a tight schedule, so that you can case smarter, not harder. In this session, I will cover: 1. Casing fundamentals: What the case interview is actually testing you for 2. Key Pitfalls in case prep: What I see candidates doing wrong and where they waste time 3. Building a casing prep schedule tailored to you: How to sequence and master each core casing skill (including how to sequence an interview prep ‘sprint’) 4. Success metrics: How to keep yourself accountable and where you should be 3 weeks / 2 weeks / 1 week ahead of your interview

Driver or Passenger? Taking Control of the College Admissions Process 

The college admissions process can be daunting, but adopting a driver's mindset can make the difference between your dreams and disappointment. In this session, Harvard educated college admissions advisor Jessica F. discusses how to cultivate the essential qualities of leadership, curiosity, character and impact by moving from the passenger seat into the driver's seat. Did you join the debate club or start a debate program for middle-schoolers in underserved areas? Are you choosing colleges because they're prestigious or because you've found your matches? Are you taking classes you should or love? Do your essays use passive or active language? From a high level to specific details, this session will give you valuable tools to help you successfully navigate the college application process to achieve your dreams. Jessica F. has been holistically guiding students through the college application process for thirty years. She's helped students earn perfect scores, write brilliant essays, craft winning narratives and gain admission to the likes of Harvard, Stanford, Brown, Dartmouth, Yale and many more top colleges. She'd love to support you too!

Becoming Irreplaceable in Finance in an AI World [6/24/2026] (Recording)

**GIVEAWAY FOR LIVE ATTENDEES: FREE SEAT IN OUR AI BUILDER PROGRAM ($999 value)** As AI transforms finance, the professionals who thrive won't be the ones competing with the technology—they’ll be the ones who know how to leverage it better than everyone else. This session is for finance professionals who want to future-proof their careers and understand how to create value in an increasingly AI-driven industry. You’ll learn which skills are becoming more important as automation expands, how top performers are integrating AI into their workflows, and how to position yourself as a higher-impact professional rather than a replaceable one. Join live to ask questions about your own career path and hear directly from a finance expert with a KKR background who has spent significant time leveraging advanced technologies, including AI, within finance. The speaker will share the patterns they see among professionals successfully adapting to this shift and the practical ways AI can be used to enhance analysis, decision-making, and productivity. Expect actionable insights and perspectives similar to those discussed in high-level career coaching conversations.

MBA Application Fundamentals for Non-Traditional Candidates

Are you applying to business school with a non-traditional or non-business background? Are you intimidated by the application process, unsure on where to start, or just a little stuck on ways to communicate your experience? If so, this session is for you! ​During this event, we'll discuss some of the commonly-held assumptions among MBA class profiles, cover the ways non-traditional candidates can manage the expectations of admissions committees, and describe how differentiated experience can help your application shine! ​This course is taught by Laura N., a former MBA admissions committee member, pro admissions coach, and accredited member of AIGAC (Association of International Graduate Admissions Consultants). Laura has been an MBA admissions consultant for 16 years and has guided more than 500 clients towards admission to elite MBA programs, including HBS, Stanford, Wharton, and more.

Military-to-MBA Panel

Thinking about transitioning from the military to business school? Join us for the Military-to-MBA Panel, where both MBA experts and veterans who have successfully made the leap will share their journeys, advice, and lessons learned. You’ll hear how they navigated the admissions process, translated their military experience into strong applications, and chose the right programs for their goals. ​This session is a great opportunity to get tactical tips on everything from selecting schools and writing your essays to building your MBA network as a veteran. Come with questions—our panelists are here to help you take the next step with clarity and confidence. ​Meet our panelists: ​Matt K. - Nuclear Submarine Officer for U.S. Navy, MIT MBA ​Angela C. - Expert MBA Coach, 8,545 Minutes Spent Coaching ​Austin W. - Aviation Officer for U.S. Army, Stanford GSB MBA

Round 2 MBA: What You Need to Do Between Now and the Deadlines

Round 2 MBA deadlines are just around the corner—and what you do in the next few months can make or break your application. In this session, you will learn how to prioritize your time, strengthen your materials, and fill any remaining gaps in your candidacy. ​Faisal K. brings admissions experience from Chicago Booth, Oren M. previously served in Wharton’s admissions office, and Jenny R. is a former Stanford GSB Admissions Officer—together, they’ve helped hundreds of applicants gain admission to top programs. ​You’ll learn exactly where to focus your energy—from refining your essays and securing powerful recommendations to polishing your resume and prepping for potential interviews. Whether you’re just starting your Round 2 applications or putting on the finishing touches, this session will help you create a clear, actionable plan to submit your strongest possible application.

Cracking the Common App: A College Admissions Panel

The Common App can feel overwhelming, but you don’t have to tackle it alone. ​Whether you’re just getting started or putting finishing touches on your application, this panel will help you avoid common pitfalls, craft a standout narrative, and submit with confidence. ​Meet Your Panelists ​Amanda W. – Former Director of Admissions and Regional Enrollment Director, with 5+ years of coaching experience helping students gain admission to top universities including UCLA, Cornell, UPenn, Duke, and BYU. ​Alex L. – Stanford MBA and Northwestern alum, former Stanford admissions interviewer, and marketing executive with 20+ years of experience helping candidates differentiate themselves and gain admission to competitive programs. ​Skyler A. – Former Associate Director of Admissions at UChicago Booth and Assistant Director at Northwestern, with 10+ years of experience reading applications and helping hundreds of students gain admission to Yale, MIT, Berkeley, USC, Northwestern, and more.​​​

GMAT Jedi Math Tricks [8/18/2026] (Recording)

Struggling with GMAT math because you're used to relying on a calculator? This session is designed for GMAT test-takers who want to solve quantitative problems more quickly and confidently using mental math and strategic shortcuts. You’ll learn practical techniques for faster estimation, efficient arithmetic, and recognizing patterns that simplify complex calculations without sacrificing accuracy. Attending live gives you the opportunity to ask questions about the types of problems you find most challenging and see these strategies applied in real time. The speaker works closely with GMAT students and will share the patterns they see across high scorers, along with the mental approaches they use to solve problems efficiently under timed conditions. If you want to feel more confident tackling GMAT quant without a calculator, it’s worth joining live.

Mixture Problems Made Easy: The Number Line Trick and More [7/21/2026] (Recording)

Mixture problems don’t have to mean messy algebra and time-consuming calculations. This session is for GMAT test takers who want a faster, cleaner way to solve one of the most commonly tested quant question types. You’ll learn how to use the number line trick to simplify mixture problems, avoid common mistakes, and solve difficult questions with more speed and confidence. Join live to hear from a GMAT expert who scored a 790 on the GMAT and has helped students dramatically improve their quant performance. The speaker will walk through practical examples, break down when this technique works best, and share strategic shortcuts you can immediately apply in your own prep. Expect high-impact methods designed to help you save time and pick up valuable points on test day.

How to Translate Quant Word Problems: Practical Strategies Used by Top Scorers [8/5/2026] (Recording)

Many GMAT quant questions become much easier once you know how to translate the wording into the right mathematical relationships. This session is for test takers who want to stop getting stuck on word problems and start solving them with greater speed and confidence. You'll learn practical translation strategies used by top scorers, recognize common question patterns, and avoid the traps that lead to unnecessary mistakes. Join live to hear from a GMAT expert who scored a 750 and has helped clients improve their scores by an average of more than 150 points. The speaker will walk through real GMAT-style problems, demonstrate a repeatable framework for breaking down complex prompts, and share the techniques that consistently lead to faster, more accurate solutions. Expect practical strategies you can immediately apply to your own GMAT preparation.

Using Cursor to Drive Product Decisions [7/10/2026] (Recording)

AI is changing not only how products are built, but also how product decisions are made. This session is for product managers and aspiring PMs who want to use AI tools like Cursor to move faster, uncover better insights, and make more informed decisions. You’ll learn practical ways to integrate AI into product workflows, evaluate opportunities more efficiently, and use AI as a thought partner throughout the product development process. Join live to hear from an AI expert and Senior Product Manager at Resy who actively uses AI in product work. The speaker will share real-world examples, lessons learned, and practical workflows for leveraging Cursor to support product strategy, prioritization, and execution. Expect actionable takeaways that can help you become a more effective product thinker in an AI-driven world.

Beyond the Deal: How Private Equity Actually Creates Value [5/27/2026] (Recording)

After this session, you will understand how PE firms actually measure and drive value creation after an acquisition, not just how they talk about it in interviews. We will cover the operational levers that matter most in a typical hold period, how value creation plans get built and stress-tested, and what separates firms that consistently hit their return targets from those that struggle. Attending live means you can bring your specific questions, whether you are trying to understand a firm's portfolio strategy or preparing to discuss value creation in an interview, and get a direct answer grounded in how these situations actually play out. The coach works inside this world regularly, and this session is a chance to hear how a practitioner frames problems that most candidates only encounter in case studies.

Breaking Into VC Without the “Right” Background: What Works, What Doesn’t, What No One Tells You

Breaking into venture capital without an elite pedigree isn’t about luck, it’s about strategy. In this tactical session you’ll learn how VC firms actually evaluate candidates, beyond resumes and brand names, and how to manufacture the signals that matter. We’ll break down: What top firms optimize for (judgment, access, velocity, communication, signal) Why proof-of-work beats credentials, and how to build it How to choose a wedge so people know what you stand for A repeatable networking system that creates opportunity (not “coffee chats”) The hidden rules of VC interviews and internal decision-making A practical 30-day roadmap to become someone who’s already doing the job This isn’t generic career advice. It’s a playbook to build credibility, create leverage, and position yourself as a serious investor, even without the “right” background.

What US Recruiters Look for in Early-Career Product Managers

​In this session, Leland coach Dessy K., who brings deep expertise from leadership in product roles at Amazon, Bukalapak, and TikTok, will guide you on what US recruiters are seeking in early-career product manager candidates. You’ll start with a clear primer on how the role of an early-career PM differs from seasoned PMs, and what makes newer professionals stand out during the hiring process. ​From there, Dessy will break down the top qualities that recruiters are watching for—traits like strategic thinking, cross-functional collaboration, and the ability to execute with impact. We’ll dig into how to signal these in your resume and interviews, walk through examples of the strongest applicant profile, and share tailored advice on how to sharpen your story and shine—no matter where you're starting from.

Differentiate your MBA Application: School Research & Networking Part 1 of 2

⚡School research and networking are the secret weapons that separate good MBA applicants from the ones admissions committees can’t forget. They shape every part of your application, from essays and interviews to your ability to turn a waitlist into an admit. Yet most applicants never learn how to do them at the level that truly changes the game. This is Part 1 of a two-part workshop series. In this session, you will learn the research and networking strategy and methods. You will then have two weeks to complete your own school research and networking as guided homework. In Part 2, I will demonstrate how to put this work into action through a live walkthrough, including discussion of participant progress and real questions that arise during the process. ⚠️Register for Part 2 in the event calendar on March 13th Part 1 has been my most popular event, run multiple times each year, and consistently rated by attendees as one of the most helpful and actionable MBA preparation sessions they’ve experienced. This is the first time I am introducing the Part 2 execution workshop. In this session, you’ll discover how to: 🔷 Conduct deep-dive school research that goes far beyond websites and brochures 🔷 Strategically network with the right people, turning what may be the greatest networking opportunity of your life into a clear advantage for admission and beyond 🔷 Create an MBA Journey document that becomes your central reference for aligning fit, goals, and contributions across the application 🔷 Integrate your findings seamlessly into essays, interviews, networking conversations, and campus interactions You’ll learn how to pinpoint the exact courses, professors, centers, career services, experiential programs, internships, clubs, culture elements, current students, and alumni connections that will help you achieve your goals, and how to clearly show the value you will bring in return. By the end of this session, you will know how to demonstrate, with clarity and credibility, that you and your target MBA program are the right fit for each other. Bonus Offer ✅1 attendee will receive a free 1-hour coaching session. ✅All attendees may request a free copy of the MBA Research & Networking Template. ⚡Spots are limited. Register now to gain the advantage that can set your MBA application apart.

What Is AI Actually Good For? A Plain-English Breakdown [6/27/2026] (Recording)

Everyone's talking about AI. But most business owners still don't know what it actually does — or why it matters for them right now. This free 45-minute session cuts through the noise and gives you a clear, honest, jargon-free breakdown of what AI can and cannot do for your business in 2026. We'll cover: • The real difference between AI hype and what's actually useful today • The 4 categories of tasks where AI delivers the fastest ROI for small businesses • Common mistakes business owners make when evaluating AI tools • A side-by-side comparison: what it costs to hire vs. what it costs to automate • How Plinko Solutions implements AI systems for businesses in as little as 3 weeks This is not a pitch. It's an education session designed to help you make a smart, informed decision about whether — and how — AI fits into your business. Perfect for: → Business owners who keep hearing about AI but don't know where to start → Managers tired of guessing which tools are worth the investment → Entrepreneurs who want a competitive edge without a massive tech budget Free. No catch. Just clarity.

Raising the Bar (Chart): Mastering Graphs in Case Interviews

Struggling to interpret charts quickly and confidently in case interviews? You're not alone, and the good news is, this skill is highly learnable. As a former Bain Manager and Recruiter, I've helped hundreds of candidates master "clearing the chart" in case interviews, and I'll be sharing these tactics with you in this free webinar. In this webinar, we’ll demystify the graphs, exhibits, and data visualizations that consulting firms love to throw at candidates. You’ll learn how to: - Break down bar charts, line graphs, waterfalls, and tables in seconds - Spot the real insights interviewers want you to surface - Structure your interpretation clearly and avoid common traps - Turn messy data into crisp takeaways that move your case forward - Use a simple, universal framework for analyzing any exhibit under pressure Whether you’re prepping for MBB, Big 4, or boutique firms, this session will help you raise your data game and show interviewers you can think like a consultant. Expect practical examples, live breakdowns, and tips you can use immediately in your next case. Join us to turn charts from intimidating to intuitive, and start cracking cases with clarity.