Leland+ Content Library

Coffee Chats: A Primer [8/25/2026] (Recording)

A coffee chat is a fifteen to thirty minute conversation with a banker. Casual in tone, evaluative in function. Treat it as an interview no matter how it was framed. That is the part people get wrong in both directions. Some show up stiff and over-rehearsed. Others hear "coffee" and show up with nothing. What is actually happening is simpler. First rounds go to candidates someone inside is pushing, and that push starts on this call. You are on it to do four things. Collect intelligence you will reuse later, turn the banker into an ally, form your own read on the group, and leave with the name of the next person to talk to. What we'll cover: - What a coffee chat is for, and the four things you are there to do - Why the first five minutes carry more weight than the rest - Tuning your questions to an analyst versus a VP or an MD - The two kinds of questions that land badly, and what to ask instead - What kills a call, including the topics to stay off - Ending on the ask, and how one chat becomes the next two Want to walk into these calls actually ready? Check out my Coffee Chat Ready package. Book a free 15-minute intro to see if it is a good fit. Part 3 of Coffee Chat Ready, a six part run on Tuesdays and Thursdays. Each one stands alone, so jump in anywhere. I'm the founder of OFFERGOBLIN and ex-Centerview tech.

Launch Your ChatGPT Dot: Live Setup, Configuration and Coaching [10/10/2026] (Recording)

Get your ChatGPT Dot set up, configured, and working for you in one live session. OpenAI just launched Dots: always-on AI agents that keep working after you close the chat. Your dot gets its own computer, connects to 4,000+ apps, learns what matters to you, and handles everything from booking a table to running projects with the initiative of a chief of staff. The catch? A powerful agent with no setup is just a new icon in your sidebar. This livestream is a working session, not a webinar. What we will do together: Create and name your first dot, live on screen Connect it to the apps you actually use (email, calendar, docs, CRM) Write a clear charter so it knows your priorities and goals Set custom rules and boundaries for what it can do autonomously vs. when it must check with you Configure notifications so it surfaces what matters without spamming you Who this is for: Founders, operators, and solo professionals who want leverage without hiring Anyone on ChatGPT Pro, Business Premium, or Enterprise who wants their dot running today, not "someday" Prerequisites: An active ChatGPT Pro, Business Premium, or Enterprise plan (Dots are not available on Free or Plus) Login access to 2 to 3 apps you want connected during the session What you walk away with: A named, configured dot connected to your core apps, with clear rules for autonomy, plus a setup checklist you can reuse as you add more dots. Bring your accounts. Leave with an always-on AI coworker.

How To Write Outstanding Law School Application Essays [7/30/2026] (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. Join Indrani, former Associate Director of Admissions at Stanford Law School, to 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. She will also have time for some 'Ask Me Anything' at the end.

MBA Reapplicant Success: 5 Key Steps [9/14/2026] (Recording)

Were you rejected from your target MBA program but still hope to succeed in admission on a second try? Many applicants have succeeded on a second try, but it wasn’t just luck! This livestream provides important insights into the steps that led to reapplicant success. What was most important—improving the written application, enhancing the recommendations, performing better in the interview, presenting more impressive career goals, demonstrating all you can add to the cohort, addressing weaknesses from the first application, or showing measurable growth? This livestream provides you with valuable intel and breaks down the essential steps reapplicants should take to strengthen their chances of MBA admission on a second try. The livestream highlights that these steps can be crucial in your effort to be a successful MBA reapplicant.

Are You Quant Enough for a MFE? [9/7/2026] (Recording)

Are you quant enough to get into a top MFE program? I'll share my perspective as a former AdCom member of Carnegie Mellon University's MSCF program (the #3 financial engineering master's in the US). I'll also share what I've learned coaching clients who have gotten into quant finance programs at Stanford, Columbia, UChicago, Cornell, Duke, and NYU. Spaces are limited, so be sure to RSVP and secure your spot today!

What PhD Admissions Committees Actually Look For: How Competitive Applicants Stand Out (Beyond GPA, GRE, and Publications) [8/19/2026] (Recording)

After this session, you will know how to position your research narrative, identify the right faculty advisors to contact, and frame your Statement of Purpose around the criteria that actually drive admissions decisions. Most applicants over-index on GPA and publications while missing the relational and intellectual signals that committees weight heavily, and this session is built around closing that gap. Attending live means you can describe your specific background and get a direct read on where your application stands and what to address first. Watching a recording cannot replicate that. The coach works with PhD applicants across disciplines every day and will share the patterns that consistently separate competitive candidates from qualified ones who still do not advance.

LinkedIn Launchpad: Profile to Profit [9/29/2026] (Recording)

You're invisible to recruiters. Not because of your skills, but because of your discoverability. Recruiters don't browse profiles. They query them, filtering by skill, title, and location. If your profile isn't a high-density match for their search, you don't exist in their results. LinkedIn Launchpad is a live workshop built around 3 pillars that turn a passive profile into an authoritative brand: Discoverability: The LinkedIn Skills Graph - 50 targeted skills across three tiers, your top 3 pinned and endorsed, and the Activity Edge. LinkedIn now ranks active profiles higher than dormant ones with identical credentials. The difference between getting found and staying found. Positioning: Your headline is search real estate, not a brand statement. Every word should be a job title or a keyword a recruiter types. If it's neither, it doesn't belong. Networking: The shift from asking for a favor to leading with value, the difference between cold messages that get ignored and ones that get replies. We close with a live profile audit applying all three pillars in real time, plus your personalized 2026 roadmap. You'll leave with a rewritten headline strategy, a clear Skills Graph action plan, and changes you can implement immediately.

Home for Ambition #26 — Weekly Live Show [10/7/2026] (Recording)

Home for Ambition is a weekly live show, hosted by Leland CEO, John Koelliker, 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 Stand Out as a Software Engineer (and Have Fun Doing It) [7/2/2026] (Recording)

After this session, you'll know how to position yourself as a software engineer in a way that gets noticed, not just reviewed. We'll cover how to build a technical profile that reflects real depth, how to communicate your impact in ways that resonate with hiring teams, and how to stay genuinely motivated through a process that can feel repetitive and discouraging. Attending live means you can ask about your specific situation, whether that's a gap in your background, a role you're unsure about, or a portfolio that feels thin, and hear how an experienced engineer thinks through cases like yours in real time. The coach works directly in this space and brings patterns observed across candidates who have successfully navigated competitive engineering pipelines, sharing a slice of that perspective here.

The Insider’s Playbook: A Structured Approach to Breaking Into Venture [8/28/2026] (Recording)

The Insider’s Playbook: A Structured Approach to Breaking Into Venture Breaking into venture capital often feels like trying to enter a closed room without a key. In this interactive livestream, we will demystify the VC recruitment process and provide a step-by-step roadmap to land your dream role. What You’ll Learn: The Recruitment Landscape: How VC hiring actually works behind closed doors. Building a Standout Thesis: How to source, evaluate, and present investment ideas that get noticed. Networking Strategy: Actionable ways to build genuine relationships with venture partners and decision-makers. Action Plan: Proven frameworks to structure your job search, hone your narrative, and ace the interview. Whether you are a student, career switcher, founder, or operator looking to transition to the buy-side, this session will equip you with a concrete strategy to break into VC.

What's New with the August LSAT? [7/8/2026] (Recording)

The August LSAT includes format changes that affect how you should pace yourself, which question types to prioritize, and how to interpret your score for fall applications. In this session, you'll learn exactly what's different about the August administration, how those changes affect test-day strategy, and whether your current prep timeline still makes sense given the new structure. Attending live means you can ask how these changes apply to your specific score range, section weaknesses, or application deadline, and hear the answer in real time rather than hoping the replay addresses your situation. The coach works with LSAT preppers regularly and will share the patterns that actually separate improving test-takers from those who plateau, which is the kind of thinking that takes years of close observation to develop.

The AI-Powered Acquisition: How to Buy a Small Business [9/2/2026] (Recording)

You don't have to start a business from zero. What if you could skip the hardest part and just buy a great, existing business instead? And what if you could use AI—like ChatGPT and other smart tools—to help you find it, run it, and grow it fast? That's exactly what we're breaking down in this free event. We'll cut through the hype and show you the real, practical steps to becoming a CEO by buying a small business.

Law School Application Timeline (& Dual Degrees) [6/23/2026] (Recording)

**GIVEAWAY FOR LIVE ATTENDEES: $50 COACHING CREDIT** A strong law school application is rarely built at the last minute. The most successful applicants understand what needs to happen months before they ever hit submit. This session is for aspiring law students who want a clear roadmap for the application process, including key milestones, deadlines, and considerations for dual-degree programs. You’ll learn how to structure your timeline, prioritize the right activities at the right stages, and avoid common mistakes that can create unnecessary stress or weaken an application. Join live to hear from two University of Pennsylvania Law graduates who are now law admissions experts. Drawing from both personal experience and years of advising applicants, they’ll walk through what an effective application timeline actually looks like and how candidates can stay ahead throughout the process. Whether you're applying to a JD program or exploring dual-degree options, you'll leave with a practical plan for moving forward with confidence.

Get into T-3 Law Schools | Harvard Law School Admit [8/4/2026] (Recording)

Join me in conversation about getting into HLS and the T-14! Come with any questions you may have as you compile and prepare to apply this cycle.

Get into T-3 Law Schools | Harvard Law School Admit [10/2/2026] (Recording)

Join me in conversation about getting into HLS and the T-14! Come with any questions you may have as you compile and prepare to apply this cycle.

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.

Tell Me About Yourself [8/27/2026] (Recording)

It is the one answer in the entire interview you can build completely before you walk in. The interviewer is asking for a story. The resume already lists what you did. What it cannot show is why those lines sit next to each other. The structure is HERO. Setup, challenge, turning point, resolution, future path. Sixty to ninety seconds, then stop. The turning point has to be an actual event, a class, a person, a job, because a named source is checkable and a vague one is not. Two things people get wrong in the other direction. If the prompt is literally walk me through your resume, that answer is chronological and it tracks the page in front of them, so do not force a story arc onto it. And do not answer why banking inside this one. Those are scored separately. Land the arc, name the target, stop talking. What we'll cover: - The five HERO slots in order, and what belongs in each - Why the turning point has to be an event and not a feeling - The four things being graded: structure, character, sourcing, delivery - What changes when the prompt is walk me through your resume instead - Why answering why banking inside this one costs you both answers - How to drill it: slots on paper, page away, say it out loud, record it Want to solidify your tell me about yourself and be done with it? I run a popular 90-minute session where we go deep and construct a strong, personal story. Book a free 15-minute intro to learn more. Part 4 of Coffee Chat Ready, a six part run on Tuesdays and Thursdays. Each one stands alone, so jump in anywhere. I'm the founder of OFFERGOBLIN and ex-Centerview tech.

LSAT Logical Reasoning: The Most Important Strategies for a Higher Score [10/14/2026] (Recording)

Want to improve your LSAT Logical Reasoning performance? Join Matt Doyle for a practical livestream on the strategies that help you understand arguments, evaluate answer choices, and solve questions with greater accuracy and confidence. Through worked examples, you’ll learn how to: - Identify an argument’s conclusion, supporting premises, and underlying assumptions. - Recognize common reasoning flaws and understand how they shape the correct answer. - Distinguish sufficient from necessary conditions and use conditional reasoning correctly. - Approach major question types, including Strengthen, Weaken, Necessary Assumption, Sufficient Assumption, and Inference. - Review practice questions effectively so you understand your mistakes and can apply what you learn to new problems. You’ll leave with a more systematic approach to Logical Reasoning and a clearer plan for making your practice productive. Whether you’re beginning your LSAT preparation or trying to break through a score plateau, this session will give you practical tools for tackling challenging questions. Bring your questions and a notebook. No advance preparation is required. Matt Doyle has more than 25 years of standardized-test tutoring experience and holds degrees from Duke, Stanford, and Northwestern’s JD/MBA program.

Case Math Crash Course [10/8/2026] (Recording)

Case math can make even a well-structured consulting case fall apart if you can't solve the numbers quickly and accurately. This session is for aspiring consultants who want to sharpen their quantitative skills and build confidence with the math that comes up most often in case interviews. You’ll learn how to approach calculations efficiently, simplify complex problems, and avoid the arithmetic mistakes that can derail an otherwise strong case. Join live to hear from a former McKinsey Associate who knows what strong case performance looks like. The speaker will break down practical techniques for tackling case math under pressure, with strategies you can apply across a range of quantitative problems. Bring your questions and leave with a faster, more reliable approach to case math.

Core Values: Your College Essay Superpower [6/19/2026] (Recording)

What makes a college essay truly unforgettable? More often than not, it comes down to one thing: a clear sense of the applicant's core values. As someone who has coached 150+ college applicants—with clients admitted to all 8 Ivy League schools, Stanford, UChicago, and more—I know that students who understand their core values write stronger essays, build more cohesive applications, and approach the process with greater confidence. In this webinar, I'll show you what core values actually are (and what they're not). We'll explore why they matter across your entire application (not just your personal statement), and how to identify and use yours to write college essays that only you could have written. Whether you're working on your personal statement, UC PIQs, or supplemental essays, this webinar will give you the tools to make every essay feel unmistakably yours.