Leland+ Content Library

What to Learn When AI Can Do the Rest [8/13/2026] (Recording)

Everyone says to learn AI. Almost nobody tells you which parts, and guessing wrong costs you months. This session walks through the major AI career paths and how much technical depth each one actually needs. Some of them reward going deep on one narrow thing. Most reward pairing AI with domain knowledge you already have. The harder question is what's worth learning at all. A lot of what gets recommended right now is a tool that won't exist in a year, and it isn't obvious which is which from the outside. What we'll cover: - The major AI career paths and how to choose between them - How much technical depth you actually need - Specialist vs. generalist - Pairing domain expertise with AI - Durable skills vs. temporary tools You'll leave with a clear direction and a prioritized learning roadmap.

How I Use AI at Work: Real-World Applications | Google PM & Career Coach [6/19/2026] (Recording)

“AI doesn’t replace great professionals. It amplifies the way they think, communicate, and execute.” AI is rapidly changing how professionals work, communicate, and solve problems across every industry. The people gaining the biggest advantage aren’t just using AI casually, they’re integrating it strategically into their workflows to save time, improve work quality, and focus more energy on high-impact tasks. In this workshop, I share practical, real-world strategies for using AI effectively in professional environments while still maintaining authentic thinking, communication, and decision-making. Drawing from the ways I personally use AI in day-to-day work, I walk through how tools like NotebookLM and other AI platforms can improve productivity across project management, presentations, process optimization, and cross-functional collaboration. Through real examples, attendees will learn how to use AI to build visually compelling slide decks, summarize large amounts of information quickly, and create stronger presentation narratives. We’ll also explore how AI can generate process flows and detailed workflow diagrams that help teams identify bottlenecks, improve operations, and make more informed design and business decisions. The session also dives into one of the most valuable AI applications in the workplace today: project management and prioritization. Attendees will learn how to leverage AI tools to organize projects, manage information more effectively, streamline documentation, and focus effort on the highest-priority initiatives instead of administrative work. We’ll also cover how to use AI for high-impact professional communication while still preserving your authentic voice. From drafting cross-functional updates to structuring executive-ready messaging, the goal is to help attendees use AI as a strategic assistant rather than a replacement for critical thinking and communication skills. This workshop is designed for students and professionals who want to understand practical AI applications, improve their workflows, and learn how to use AI tools more intentionally and effectively in professional settings. Across industries, one trend is becoming increasingly clear: professionals who know how to leverage AI effectively are creating significant advantages for themselves and their teams. RSVP today. Space is limited.

The Career Pivot Playbook: How to Change Lanes Without Starting Over [10/6/2026] (Recording)

Most people think a career pivot means starting over. It doesn't. It means arriving at the right destination from a direction most people didn't expect. I made the move from Full-Cycle Recruiter and Sourcer at JPMorganChase, EY, and Fisher Investments to People Analytics Analyst at JPMorganChase. No CS degree, no bootcamp. Just a clear why, a transferable story, and a strategy for making the move without walking away from everything I had built. The data backs it up: 80% of career changers report greater happiness after making the move. 77% earn the same or more within two years. The risk is real but it's smaller than the fear makes it feel. The timing also matters: 53% of employers have dropped degree requirements in favor of demonstrated skills. The credential gap that used to stop most pivoters is closing. The playbook has changed. This session is built around that reality. Here's what we'll cover: The Decision: How to tell the difference between a real signal and a bad week, and the excuses that keep people stuck. The Internal Pivot Advantage: The most underrated career move available. Why pivoting before you have to, inside your current company, can change everything. Your WHY as the Thread: Most people answer the pivot question defensively. We build the narrative that makes your non-linear path look intentional, not accidental. The Transferable Asset Audit: You are not starting from zero. We map what already transfers, and identify the one gap actually worth closing. Overcoming It in Interviews: The three pivot traps that trip up career changers, and how to handle each one without apologizing for your path. Live Q&A closes the session. Bring your current role, your target direction, and your biggest blocker. Attending live means you can bring your specific situation and hear how the framework applies to your actual pivot, context a recording can't replicate.

Ask Me Anything: The Personal Statement [8/27/2026] (Recording)

Join me, Chris, for an engaging "Ask Me Anything" session focused on crafting the perfect personal statement for your college applications. With a rich academic journey through UC Berkeley, NYU, and Harvard, and experience as a Creative Writing and Personal Statement Coach, I've helped over 60 students gain admission to their dream schools, including Stanford, Harvard, Yale, Columbia, and Brown. Whether you're just starting your application journey or refining your essays, this is your chance to get personalized advice on essays, editing, school selection, and more. Don't miss out on this opportunity to make your application shine—RSVP now to secure your spot!

Talking to Your Data: An Intro to Conversational Analytics [9/16/2026] (Recording)

After this session, you will know how to query your data using plain language tools and interpret the outputs without writing a single line of SQL. We will cover how large language models connect to structured datasets, where these tools break down in practice, and how to evaluate whether a conversational analytics setup is actually trustworthy for business decisions. Attending live means you can describe your specific data environment and get a direct read on whether this approach fits your use case, something a recording cannot replicate. The coach works with these tools in production analytics contexts daily, and this session reflects how they actually think through the tradeoffs, not a surface-level overview.

Build an Exclusive Lead Engine: From Public Signals to Sales-Ready Leads [9/19/2026] (Recording)

Most teams do not have a lead-volume problem, they have a signal-quality, timing, and follow-up problem. In this practical session, I’ll show you how to design a first-party lead engine that monitors legitimate public signals, turns raw records into sales-ready opportunities, and routes qualified leads into a human-owned sales workflow. You will learn how to evaluate data sources, score records for actionability, prevent duplicates, set up review gates, and measure whether the system produces pipeline—not just spreadsheet rows. This is for founders, agency owners, revenue operators, and professional-services teams that want an alternative to buying generic lists or relying entirely on rising paid-media costs.

Winning Essays from My HBS Admits [7/17/2026] (Recording)

Many applicants find a way to write at least one strong essay. But those who really maximize the essay-writing process develop clear narrative through-lines that connect the dots of their life, and articulate how they'll contributions to their target brand. Their two-dimensional writing brings out a three-dimensional personality. They have a “brand”. You know what they’re all about. This event will draw from example essays written by successful admits who I've personally coached, and helped land a spot at one or more top MBA programs. These essays were particularly strong in how they spoke to one another—how they created a holistic applicant who admissions committees could envision on campus. Their professional and judiciously placed personal experience offer evidence for why they’re the kind of person who will make a specific, meaningful difference in the world. During this session, we'll analyze these essays alongside you so you have a clear view into how you can apply what you've learned to your own writing, and put your best application forward for HBS.

AI vs MBA: Will Business School Still Matter in 10 Years? [8/22/2026] (Recording)

Curious about the future of business education in the age of AI? Join us for an engaging discussion on "AI vs MBA: Will Business School Still Matter in 10 Years?" where we'll explore the evolving landscape of business education and its relevance in a rapidly changing world. I'm Tomilola, your host for this session. With an MBA from Fisher College of Business and extensive experience as a Senior Product Manager at Microsoft, I've navigated the intersection of technology and business strategy. My journey includes founding TitanRConsulting, where I've empowered over 400 individuals to secure scholarships and Fortune 500 job offers, and leading strategic initiatives at Microsoft that have driven significant revenue growth. In this session, we'll delve into what employers will value most in future leaders, whether an MBA still provides a competitive advantage, skills that AI cannot replace and how applicants should position themselves today. If you're considering a traditional MBA, a part-time program, or an executive MBA, this event is tailored for you. Spaces are limited, so RSVP now to secure your spot and join the conversation on the future of business education!

Breaking Into Management Consulting: What It Actually Takes This Year [9/9/2026] (Recording)

Breaking into management consulting is competitive, and knowing what firms are looking for can make it easier to focus your time on the right parts of the recruiting process. This panel is designed for aspiring consultants and career switchers who want to understand what it actually takes to stand out in this year's recruiting market. You'll hear experts discuss how to approach recruiting, build relevant experience, prepare for interviews, and position your background effectively with top consulting firms. Attending live gives you the opportunity to hear different perspectives from professionals who have helped candidates navigate consulting recruiting and ask questions about your own path in real time. Our panelists will share practical best practices, common mistakes to avoid, and what they see successful candidates doing differently in today's market. If you want a clearer strategy for breaking into management consulting this year, it's worth joining live.

Read any passage in 1 minute (AND get all the questions right!) [6/22/2026] (Recording)

Learn the technique for reading passages very fast while eliminating rereading and actually increasing your comprehension. You'll save a ton of time, the passages won't sap your energy and you'll avoid the dreaded, "my eyes just glazed over and I have no idea what I just read" syndrome. And the questions will be a lot easier to answer, too! This workshop will be hosted by Bruce H - Wharton MBA and professional GMAT/GRE tutor. Bruce has helped over 300 students achieve their target test scores, and developed the rigorous GMAT curriculum at UCLA!

The Fatal Mistakes That Cost Students Ivy+ League Admissions [9/3/2026] (Recording)

Every year, exceptional students with outstanding grades, rigorous coursework, leadership positions, and impressive résumés are denied admission to Ivy League and other highly selective universities. The problem is not always a lack of achievement. Often, it is a series of strategic mistakes that prevent admissions officers from understanding what makes the student distinctive, compelling, and valuable to a college community. In this candid and practical session, we will examine the most damaging mistakes families make before and during the college application process. You will learn why simply collecting advanced classes, prestigious activities, leadership titles, and volunteer hours is rarely enough. Selective admissions committees are not searching for the student with the longest list of accomplishments. They are building a class and looking for applicants whose academic choices, activities, values, and personal stories fit together with clarity and purpose. During this webinar, you will learn how to: * Recognize when a student’s profile appears accomplished but unfocused * Build meaningful depth in activities instead of chasing résumé fillers * Select courses that demonstrate appropriate academic ambition * Avoid college-list strategies that create unnecessary risk * Identify why polished essays can still feel generic or forgettable * Develop a coherent application narrative without manufacturing a “brand” * Support your student without taking ownership of the process away from them We will also discuss when these mistakes typically begin, which ones can still be corrected during senior year, and how families can prioritize their limited time and energy. This session is designed for parents of students in grades 9 through 12 who are considering Ivy League universities, Stanford, MIT, Duke, Northwestern, highly selective liberal arts colleges, and other competitive institutions. You will leave with a clearer understanding of what selective colleges evaluate and a practical framework for identifying gaps in your student’s current strategy. The session will be led by a Harvard graduate, Kellogg MBA, former teacher, nonprofit education leader, and Harvard alumni interviewer who has helped guide more than 1,000 students. Families interested in more personalized guidance will also learn how individualized admissions coaching can help translate these principles into a focused strategy for their student. Register to replace anxiety and guesswork with a more thoughtful, informed approach to selective college admissions. Have a specific question about the college admissions process? DM me before the session - everyone who does is entered to win a free 1-hour strategy session.

How to transition from college to corporate [8/26/2026] (Recording)

Are you a recent graduate or soon-to-be graduate looking to make a seamless transition from college to a corporate career in AI? Join me, David, for an insightful session on how to navigate this pivotal phase of your career journey. With extensive experience in talent acquisition at top companies like Meta, Intuit, and Andreessen Horowitz, I have a deep understanding of what it takes to stand out in the competitive AI job market. In this event, we'll cover essential topics such as networking strategies, skill-building, and interview preparation to equip you with the tools you need to succeed. Whether you're aiming to land your first job or looking to enhance your career prospects, this session will provide valuable insights and actionable advice. Spaces are limited, so be sure to RSVP and secure your spot today. I look forward to helping you kickstart your corporate career in AI!

Your 2026 IB Networking Playbook [10/12/2026] (Recording)

Breaking into investment banking is rarely just about submitting an application. The right networking strategy can help you build relationships, get on the radar of the right people, and create opportunities that would otherwise be difficult to access. This session is for aspiring investment bankers who want to network more strategically and build a stronger path into the industry. You’ll learn who to reach out to, how to start conversations that actually go somewhere, and how to turn networking into real recruiting opportunities. Join live to hear from an IB expert who formerly worked at Centerview and successfully recruited into investment banking from a different career path. The speaker will share firsthand lessons on building relationships, navigating the recruiting process, and avoiding common networking mistakes. Bring your questions and leave with a practical networking playbook you can put to work immediately.

Why Banking, Why This Firm, Why This Group [9/1/2026] (Recording)

Swap the word banking for consulting. If your answer still holds, you have not answered the question. That is the test, and most answers fail it. Fast paced, smart people, steep learning curve. All true, all interchangeable, all heard forty times this month by the person across the table. Three questions, scored separately, proved three different ways. Why banking is proved by your past. Why this firm is proved by your conversations. Why this group is proved at desk level, by someone who actually sits on it. One structure underneath all three. Claim, reason, evidence, impact. Sixty seconds. The evidence slot is the one that decides the answer, and it is the only slot you cannot write at your desk. That is why this session sits here in the run and not at the start. You do not walk into the chats with these answers. You walk out with them. What we'll cover: - The swap test and the name swap test, and how to run both on the answer you already have - Claim, reason, evidence, impact, and why evidence is the only slot with lead time - Where firm evidence comes from: named conversations, one deal known properly, platform, direct experience - Coverage versus product, and why a group answer that never names an industry is not an answer - How the bar moves at a bulge bracket versus an elite boutique versus a regional office - The failure that costs the most, which is being specific enough to be interesting and thin enough to collapse on the follow up Want to solidify your whys and be done with them? 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 5 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.

5 Strategies For Interview [9/15/2026] (Recording)

Getting hired isn't just about doing great speaking. Hirings are influenced by performance, and honesty, that many people still find it hard to navigate. In this 30-minute session, you’ll learn how to handle the interview process and key points and how to strategically position yourself for your next promotion.

What They Ask, What You Ask: A Complete Guide to MBA Behavioral Questions [9/24/2026] (Recording)

Once you're past the opener, the MBA interview becomes a conversation — and most candidates are only prepared for one direction of it. Behavioral questions are harder to predict and easier to fumble than the standard tell me about yourself / why mba / why here, and the questions you ask at the end of the interview are evaluated nearly as much as the answers you gave. As a Ross admissions interviewer, I've sat through countless interview conversations. The candidates who finish strong treat the full interview as a two-way exchange, not a performance. This session covers how to handle what comes after "tell me about yourself" — and how to close in a way that reinforces everything you just said. How MBA Behavioral Questions Are Different From What You'd Expect: These aren't job always interview questions. The framing and evaluation criteria are distinct. -What MBA programs are actually assessing in behavioral questions: self-awareness, leadership style, how you handle ambiguity -The most common behavioral questions and what interviewers are listening for beneath the surface -Why the STAR format produces flat answers — and what structure actually works better Telling Stories That Hold Up: A good behavioral answer doesn't just answer the question. It reveals something. -How to choose experiences that show what you want the interviewer to take away about you -How to be specific without over-explaining, and concise without underselling -What to do when the question doesn't map cleanly to an experience you've prepared Adcom vs. Alum Interviewers — What Changes: The interview format is the same. The dynamic isn't. -How adcom interviewers and alum interviewers are trained differently and what each is evaluating -Why alum interviewers often ask less predictable questions and how to stay grounded when they do -What each type of interviewer is most likely to flag as a concern — and how to address it before they have to ask What to Ask Your Interviewer (And Why Most Candidates Get This Wrong): The questions you ask are part of your evaluation. Most people treat them as an afterthought. -What your questions signal about your preparation, your priorities, and your fit -The difference between a strong question for an adcom interviewer and one for an alum — and why the distinction matters -Questions that land well, questions that fall flat, and what the interviewer is thinking in both cases

Nailing the Med School Interview: What Interviewers Actually Look For [9/30/2026] (Recording)

A strong med school interview can bring your application to life, but knowing what interviewers actually want to hear is key to making a lasting impression. This session is for medical school applicants preparing for interviews who want to communicate their experiences, motivations, and strengths in a way that feels authentic and compelling. You’ll learn how to approach common interview questions, position your stories effectively and strategically, and communicate your experiences in a way that strengthens your overall candidacy. Join live to hear from a med school admissions expert who has coached 100+ applicants into medical school, consistently helping students earn acceptances to competitive programs even when their MCAT scores or GPAs fall below institutional averages. The speaker will share practical strategies for positioning your stories effectively, answering difficult questions, and making your experiences resonate with interviewers. Bring your questions and leave with a clearer strategy for making your med school interview count.

How AI Can Transform Your Product Marketing [9/25/2026] (Recording)

AI is changing how product marketers research, position, launch, and grow products, but knowing which tools to use is only part of the equation. The real advantage comes from integrating AI into the workflows and strategic decisions that drive better marketing outcomes. This session is for product marketers and business professionals who want to use AI to work more efficiently and make smarter marketing decisions. You'll learn where AI can have the biggest impact, how to incorporate it into your existing workflows, and how to move beyond experimentation to practical, repeatable use cases. Join live to hear from the current Director of Product Marketing at GoFundMe, with 15 years of experience in product marketing and strategy and deep expertise in AI-driven marketing strategies. The speaker will share practical frameworks, real-world applications, and actionable ways to integrate AI into your product marketing strategy. Expect ideas you can start testing immediately to work smarter and create more impact.

AI at Work: What's Already Possible [8/10/2026] (Recording)

After this session, you will have a clear picture of which AI tools are already producing real results in professional workflows, not in theory but in practice. We will cover how to use AI to accelerate specific tasks like drafting, research, and ideation, how to recognize where AI output needs human judgment, and how to build a personal system that compounds over time. Attending live gives you the chance to ask about your actual situation, whether that is a specific tool, workflow, or use case you are trying to figure out, and to hear how those questions get answered in real time. The coach works inside AI-driven workflows daily and will be sharing the patterns and decision points that show up consistently across the builders and professionals they work with.

Essays: Learn from Past Admits & Elevate Your Writing [10/2/2026] (Recording)

Part 5 of 6 — Build Your Best MBA Application: One Piece at a Time, a free series (5:00–5:45pm ET). The essays are won before you write them. We'll start with the reflection work that saves weeks of revision later — show, don't tell; specifics beat adjectives; go deep, not wide — and why the anchor essay (Stanford's "What matters most to you, and why?") gets written first, with everything else flowing from it. Then we'll look at real essays from my clients admitted to top programs — full essays, not excerpts: what they wrote, why it worked, and the specific, repeatable moves you can bring into your own drafts. Plus how strong applicants differentiate across schools instead of copy-pasting one narrative, and the v1 → v3/v4 revision ladder my clients run. If you're heading into R1 or R2 drafts, this is the fastest way I know to calibrate what "great" actually looks like.