Leland+ Content Library

Deal Revitalization Skill

"/deal-action-engine" diagnoses stalled deals by reading the actual email thread and notes, then drafts a targeted re-engagement email addressing the specific blocker. To install, run this in your terminal after downloading the file: unzip ~/Downloads/deal-action-engine-skill.zip -d ~/.claude/skills/

BossGPT: Using AI to Level Up Your Leadership

Unlock the power of AI to elevate your leadership skills in our upcoming event, "BossGPT: Using AI to Level Up Your Leadership." Join me as we explore how AI can enhance decision-making, communication, and leadership development. In this interactive session, we will focus on: * Recognizing prompting as the foundation of all influence — whether with people or AI. * Assessing your current prompting maturity and identify opportunities. * Prompting tactics that can free up time, enhance decision-making, & better support your team. * Envision the future of AI-human collaboration and how to position yourself for the next evolution of management. About Jeff: With over two decades of experience in marketing and leadership roles, including serving as Vice President at Cracker Barrel and Ahold Delhaize, I bring a wealth of knowledge to this session. As the author of "The Middle Matters," I specialize in empowering leaders at every level of organizations to drive business growth and build trust through innovative strategies. Whether you're a seasoned executive or an aspiring leader, this event will provide you with actionable insights to transform your leadership approach.

Building an AI Knowledge Wiki

Structure your context files so your AI agent always has the right information, retrieves it without guessing, and gives you specific answers instead of generic ones.

Your Guide to the Columbia MBA Interview [5/7/2026] (Recording)

Strong candidates still get tripped up in the Columbia MBA interview because they underestimate how much clarity and fit matter in a short conversation. This session is for applicants who want a clearer understanding of how to navigate Columbia’s interview process with confidence. You’ll learn how to structure your answers, communicate your goals and fit for the program, and handle the types of questions that commonly come up. Join live to ask questions about your own interview preparation and get guidance tailored to your background. The speaker is an expert in the Columbia MBA interview process and regularly works with candidates preparing for this stage. They’ll share the patterns they see across successful applicants and the kinds of feedback typically given in 1:1 interview prep.

Always Busy, Never Done? The Hidden Workload That's Draining Your Energy

Always Busy, Never Done: The Hidden Work That's Draining Your Energy Ever end a day completely drained, but can't point to what you actually got done? You're not alone, and it's very easy to fall into this cycle. This topic is one of several to help you understand what's really getting in the way of your performance, energy, and focus. In this session, we're breaking down one of the biggest hidden drains on your energy, and the invisible workload most people never account for. You'll leave with a clear picture of what's actually happening in your day and how you can start changing it. This is for you if: You feel busy but never getting enough done You're early in your career and want to build strong habits now You're mid-career and something just feels off You're in a transition period and trying to find your footing

Looking for a job? The Unwritten Rules of Job Search Networking

Most job seekers will find their next job through networking - 80-85% according to one recent article. But for many of us, we've never had to network - so reaching out to people to find a job can be daunting. This session will focus on the very practical side of networking, from outreach, to the conversation itself, to following up. Join me for this 1 hour session to gain insight into how to get started with your job search networking and how to overcome the fears that hold people back.

What to Know About the Kellogg Interview [5/5/2026] (Recording)

The Kellogg interview is a critical part of your application and evaluates far more than your resume. This session is for applicants preparing for Kellogg who want to understand how to stand out in a behavioral, resume-driven interview format. You’ll learn how to structure your answers, highlight leadership and collaboration effectively, and prepare for the specific questions and traits Kellogg interviewers focus on. Join live to hear how an experienced MBA admissions coach prepares candidates for the Kellogg interview and the patterns they see across successful applicants. You’ll also have the chance to ask questions about your own preparation and get real-time guidance typically shared in 1:1 coaching sessions.

5 Step Reset Framework

It is a framework to use in the moment when you experience overwhelm. It is complementary to a training I lead on overwhelm

How Candidates Actually Land Elite Boutique Offers [4/30/2026] (Recording)

Elite boutique investment banking offers are highly competitive, and the candidates who break through are intentional about how they position their experience and navigate the process. This session is for students targeting firms like Evercore, Lazard, and PJT who want to understand what actually differentiates successful applicants. You’ll learn how to build a focused recruiting strategy, position your background to signal strong fit, and approach networking and interviews in a way that leads to real traction. Join live to hear how an experienced coach evaluates candidates targeting elite boutiques and the patterns they see across successful applicants. You’ll also have the chance to ask questions about your own recruiting approach and get real-time guidance typically shared in 1:1 coaching sessions.

Breaking into AI with a Non-Technical Background [5/6/2026] (Recording)

Breaking into AI can feel out of reach if you don’t come from a technical background, but there are more accessible paths than most people realize. This session is for professionals looking to transition into AI without coding-heavy experience. You’ll learn how to position your existing skills, identify entry points across roles, and build practical experience that signals capability in an AI-driven landscape. Join live to ask questions about your own background and get guidance on how to make the transition. The speaker works with individuals navigating career pivots into AI and will share the patterns they see across those who successfully break in. Expect practical advice and insights similar to what’s discussed in 1:1 coaching conversations.

Networking: Get the Interview [5/5/2026] (Recording)

$50 COACHING CREDIT GIVEAWAY FOR LIVE ATTENDEES. In this session, you will learn how to build a consulting network that actually leads to interviews, not just connections. That means identifying which people to reach out to at target firms, writing cold outreach that gets responses, and converting informational calls into referrals that move your application forward. Attending live gives you the chance to bring your specific situation, whether you are career switching, targeting a particular firm, or struggling to get responses, and hear how the coach thinks through it in real time. This coach works with consulting candidates regularly and will share the patterns that separate candidates who land interviews through networking from those who do not.

Home for Ambition #7 — Weekly Live Show [4/29/2026] (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 Prepare for the GRE With Just Two Weeks vs. Two Months [4/30/2026] (Recording)

In this session, you'll learn how to build a realistic GRE study plan based on how much time you actually have. Whether you're working with two weeks or two months, you'll walk away knowing which question types to prioritize first, how to allocate your hours across Verbal and Quant, and when to cut your losses on a concept and move on. Attending live means you can describe your specific timeline and score goals and get a direct answer about what your plan should look like, not a generic framework. The coach works with GRE students regularly and will share the patterns she sees in how successful test-takers adjust their approach when time is short, which is the kind of thinking that does not show up in a study guide.

Acing the MIT Sloan Interview [4/30/2026] (Recording)

After this session, you will know how to approach MIT Sloan's distinctive interview format with a clear strategy. We'll cover how to structure your responses to behavioral questions, how to articulate your post-MBA goals in a way that aligns with what Sloan evaluators are listening for, and how to prepare for the conversational style that catches many deferred MBA candidates off guard. Attending live gives you the chance to ask about your specific background, your goals, or a response you're unsure about, and to hear how those answers land in real time. The coach works with deferred MBA applicants through this process regularly, and this session reflects the patterns they see across candidates who interview well.

Identifying Key Metrics using AI for Data and Analytics [4/30/2026] (Recording)

Identifying the right metrics is one of the hardest parts of data and analytics, and AI is starting to change how quickly and effectively teams can do it. This session is for professionals who want to use AI to surface, prioritize, and refine the metrics that actually drive decisions. You’ll learn how to leverage AI to identify high-impact KPIs, connect metrics to business outcomes, and avoid common pitfalls that lead to noisy or misleading analysis. Join live to ask questions about your own data challenges and see how an experienced data scientist approaches metric selection in real workflows. The speaker is a current data scientist and engineer at Accenture who regularly works with teams on analytics and AI implementation. They’ll share the patterns they see across strong metric frameworks and the kinds of insights typically discussed in 1:1 working sessions.

How to Recruit for Consulting out of Your MBA

After this session, you will know how to build a credible consulting recruiting timeline from your MBA program, including when to start networking with firms, how to approach case prep alongside academics, and what separates candidates who land offers from those who stall out in the process. The coach will also walk through how to position your pre-MBA background so it works for you, not against you, in consulting interviews.

Breaking Down Monster GRE Quant Questions

In this session, you will work through a difficult GRE Quantitative Reasoning problem step by step and leave knowing how to apply that same approach to similar questions on your own. We will focus on identifying what the question is actually testing beneath the surface, breaking down the logic before touching the math, and recognizing the structural patterns that appear repeatedly across hard quant problems.

Vibe Coding For Beginners: What It Is and How to Start Today

Vibe coding is one of the most talked-about shifts in tech right now — and for good reason. Non-technical people are building real, functional software by describing what they want in plain language and letting AI do the rest In this 45-minute intro, we'll pull back the curtain on one of the most talked-about shifts in tech right now and show you exactly how non-technical people are using it to build real, functional software without writing a single line of code themselves. You'll walk away with a clear mental model, a live demo, and a concrete starting point. What we'll cover: *What vibe coding is (and why it's different from anything before it) *The three tools shaping the space right now: Loveable, Cursor, and Claude Code *A live demo so you can see it in action, not just hear about it *What you can realistically build, and where you'll still need support *Your actual next step to get started today Who this is for: Total beginners. No coding experience required, just curiosity and an idea you've been waiting to bring to life.

Behavioral Answer Tool

Framework tool for structuring answers to the most common VC behavioral questions using the STAR method.

Ask Me Anything with Former Ivy League Admissions Reader + Journalist

What does it really take to get into an Ivy League? Watch questions being answered by a former admissions reader and journalist in this exclusive AMA!