Leland+ Content Library

Decoding Cultural Friction Before It Hits the Slack Channel
Are you ready to master the art of cross-cultural communication and prevent misunderstandings before they escalate? Join me, Caolan, for an insightful session on "Decoding Cultural Friction Before It Hits the Slack Channel." With extensive experience leading international teams and guiding executives to communicate with precision and authority, I will share practical techniques to enhance your conflict-resolution, negotiation, and active listening skills. I specialize in helping leaders thrive across cultures through strategic communication and storytelling. My background includes delivering talks at top universities and transforming brand narratives across continents. Whether you're working in a multicultural environment or communicating in a second language, this session will equip you with the tools to speak with presence and influence. Spaces are limited, so RSVP now to secure your spot and turn everyday interactions into opportunities for impact!

AI at Work: 5 Ways to Save an Hour a Day
Feeling overwhelmed by AI but not sure where to start? This hands-on workshop shows you exactly how to use AI for real work—today. This session is for professionals who want to work smarter, not harder, using free AI tools like ChatGPT or Claude. Outcomes: You’ll leave with a clear framework for prompting AI effectively, five ready-to-use examples for real work, and customized prompts to fit your own role. Learning Objectives: *Understand how AI fits into everyday workflows *Identify 3+ tasks AI can do faster and better *Practice a repeatable method for effective prompting

You Think You Know ChatGPT? Think Again
ChatGPT has taken the world by storm — but do you really know how to talk to it? In this eye-opening session, expert AI coach Solomon C. will reveal ChatGPT’s “secret language” — the patterns, phrasing, and frameworks that separate casual users from true AI power-users. You’ll learn: - The hidden logic behind ChatGPT’s responses - How to craft prompts that get better, faster, and smarter results - Real examples of everyday and professional use cases that level up your work - Whether you’re an AI beginner or already experimenting daily, this session will change the way you use ChatGPT forever.

Breaking Into VC: What It Takes to Launch Your Career
In this panel, Suzie M. and Katya E. will share what it really takes to land a role in one of the most competitive fields in business. You’ll learn how candidates stand out in the recruiting process, what firms look for beyond the resume, and the skills that set future investors apart. From sourcing and evaluating deals to building networks and demonstrating investment judgment, the discussion will cover the core qualities that matter most. Whether you’re coming from banking, consulting, tech, or just starting your career exploration, this session will give you actionable insights into how to position yourself for success in VC.

September Surge - Make a Search Plan (Part 2)
The “September Surge” is when hiring heats up, and I'm here to help you land your next role faster—with less stress and more confidence. Join my 4-part webinar series on Leland to unlock proven frameworks, actionable strategies, and a live demo of a leading job search app—trusted by high-achievers worldwide. Event Description: Make a Job Search Plan Build a step-by-step, data-driven job search plan using my proven system. We’ll cover targeting the right roles and companies, balancing cold and warm outreach, setting weekly activity targets, and using tracking tools to optimize your search.

Decoding Power and Presence: How to Navigate Organizations and Show Up in High-Stakes Rooms
Organizations aren’t run by org charts alone. Beneath every structure is an invisible operating system — the flow of influence, unspoken rules, and subtle cues that shape how work actually gets done. The ability to move effectively across different leaders and rooms isn’t about having the biggest title; it’s about understanding power and showing up with clarity and confidence. In this workshop with Abid C., we’ll explore how to read organizational dynamics, recognize the informal networks that matter, and build presence that resonates in high-stakes environments. You’ll walk away with practical tools to strengthen your influence and navigate complex situations with credibility.
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Hear Straight from Admissions Directors
Want to hear directly from the people who help shape MBA classes? This session offers a unique opportunity to learn how admissions directors evaluate candidates and what stands out in today's competitive application process. Whether you're just beginning your MBA journey or preparing to apply soon, you'll leave with a clearer understanding of what top programs are looking for. Join live for this special MBA Week session, presented in partnership with Poets & Quants, featuring a panel of MBA admissions directors. Bring your questions and gain firsthand insights that can help you approach your applications with greater confidence and clarity.

Stand Out: R3 MBA Admissions
Are you gearing up for Round 3 MBA applications and wondering how to make your application stand out? Join me for an insightful session - we'll focus on 5 key insights to help you stand out in the most competitive round of MBA admissions! With extensive experience helping applicants gain admission to top MBA programs like Stanford GSB, Harvard Business School, and Wharton, I specialize in guiding you through every step of the application process. Whether you're looking to pivot careers, secure scholarships, or simply present your best self, this session will provide you with the strategies and insights you need.

Deciding Where to Apply to Law School
Choosing where to apply to law school is one of the most consequential decisions you’ll make—and Leland coach Machmud M. is here to help you approach it strategically. In this session, he’ll break down the factors that actually influence your career trajectory, from employment outcomes and geographic placement to culture, curricular strengths, and long-term fit. You’ll learn how to separate signal from noise, evaluate programs through the lens of your personal goals, and build a school list that maximizes both opportunity and alignment. If you want to make confident, well-informed application decisions, this workshop is a must-attend.

From Draft to Done: Finalizing Your PhD Applications
Applying to PhD programs is a long process—and the final stretch can make all the difference. In this session, Madeleine L., Diane K., and Kenneth T., will teach you how to refine and polish your application materials so that every component works together to present a cohesive, compelling story. We’ll cover strategies for tightening your statement of purpose, ensuring your research interests are clear, aligning your recommenders, and avoiding last-minute mistakes. Whether you’re weeks away from submitting or just want a stronger review process, this event will give you practical tools to finalize your PhD applications with confidence.

Crafting the Perfect MBA Resume
Join Leland coach Betsy M. (Former Resume Coach for Stanford GSB Career Management Center) for a hands-on workshop on Crafting the Perfect MBA Resume—a crucial step in standing out during the business school admissions process. In this session, Betsy will break down exactly what top MBA programs are looking for, how to translate your work experience into impact-driven bullet points, and how to tailor your resume specifically for admissions (not just job hunting). Whether you're starting from scratch or revising a draft, you'll leave with clear takeaways and expert guidance to elevate your MBA resume to the next level.
College or Med School Admissions: Ask Me Anything 👀 [9/12/2026] (Recording)
Confused about what actually matters in the admissions process? Join me for an interactive, no-fluff conversation about college and medical school admissions — and bring your questions! We’ll break down what makes an application stand out, how to approach essays and personal statements, what admissions committees are really looking for, and common mistakes that can hold applicants back. By the end of the livestream, you’ll have: A clearer understanding of what makes a competitive application Practical strategies for strengthening your profile Guidance on essays, activities, interviews, and overall application strategy A better sense of how to approach the admissions process with confidence Answers to your specific admissions questions Whether you’re just getting started or already deep into the application process, come ready to ask questions and get honest, actionable advice. Bring your questions — nothing is too basic, too specific, or too “is this going to hurt my application?” 👀

Challenging Boss? The Unwritten Rules of Managing Up
Navigating the complexities of managing up can be challenging, especially when dealing with a difficult boss. Join me, for an insightful session on "The Unwritten Rules of Managing Up," where we'll explore essential leadership development and communication skills to help you thrive in your role. Topics: Understanding Your Boss's Perspective Creating Credibility Prompting Your Boss (BossGPT) Dealing with challenging bosses (Micromanagers, Absentee Bosses, The Chaos Creator) Plus - Q&A time to cover any specific challenges About Jeff Sigel: With over two decades of experience in marketing and leadership, including serving as Vice President at Cracker Barrel and Ahold Delhaize, I bring a wealth of knowledge to this session. As author of "The Middle Matters: A Toolkit for Middle Managers," I specialize in empowering middle to senior level leaders to build trust and drive success. My coaching approach is tailored to help you become a more effective and impactful leader.
10 Absolute Must-Haves to Break into the M7 [8/6/2026] (Recording)
Breaking into an M7 MBA program takes more than strong stats. The most successful applicants know how to build an application that clearly demonstrates leadership, impact, and fit. This session is for prospective MBA applicants who want to understand the qualities that consistently set admitted students apart. You'll learn the 10 essential elements of a competitive M7 application, the mistakes that weaken otherwise strong candidates, and where to focus your efforts for the greatest impact. Join live to hear from an MBA admissions expert with Chicago Booth admissions committee experience who has helped more than 200 clients earn MBA acceptances. The speaker will share practical insights from reviewing applications, proven strategies for standing out, and actionable advice you can immediately apply to strengthen your candidacy for top business schools.
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.

AI and Your MBA Application: Do’s and Don’ts for School Research
Thinking about using AI tools to streamline your MBA school research and networking strategy, and want to do so efficiently and ethically? Join me, M, for a practical and candid session designed to help MBA applicants use AI as a powerful tool for uncovering insights, identifying fit, and guiding meaningful outreach, all while staying focused on authenticity and personal reflection. This session will show you how to integrate AI into your research process, without relying on generic outputs or missing key personal connections. Learn how to craft strategic prompts that help you dig deeper into program offerings, find school culture and values that align with your own, and uncover talking points for essays, interviews, and outreach. I’ll share examples of weak vs. strong AI prompts and how to adapt AI outputs into meaningful, human communication.

Breaking Into Top Hedge Funds - Top 5 Tips
Curious how to break into the highly competitive world of Hedge Funds? Whether you’re coming from a technical background, transitioning from another industry, or currently pursuing a degree in finance, data science, computer science, or mathematics, this session is your insider guide. Learn from Fiona T., former Executive Director of the UC Berkeley Haas MFE program. Fiona will share with you tips on breaking into Hedge Funds and strategies on your resume, LinkedIn profile, Networking and more! In this focused workshop, you'll uncover the Top 5 proven strategies to position yourself for roles on the buy-side at Hedge Funds. Learn what recruiters really look for, how to showcase your technical strengths, and how to avoid the most common mistakes applicants make when targeting top-tier Hedge Funds!

Veterans MBA Admissions Fireside Chat + Panel Discussion
This exclusive event is designed specifically for veterans or those currently in the military interested in pursuing MBA programs. Led by a distinguished panel of veterans who have successfully navigated their own MBA application journeys, this fireside chat offers a unique opportunity to hear firsthand experiences, learn proven strategies, and gain insider knowledge on how to showcase your military background and skills effectively. From translating your military service into a compelling story to leveraging your leadership experience, paying for your MBA, and more, the panelists will share actionable advice to help you stand out amongst fellow applicants. Leland is cohosting this event with Sitreps2Steercos, an incredible organization that was founded to help those in the military transition into top graduate programs and competitive career paths. Meet our panelists: Wyatt F, United States Military Academy, Warton MBA, US Army, helps clients write their "hero's journey" story for admissions committees, craft their resumes to make sure civilians understand their roles and impact, and nail the GMAT. Kelsey K, former M7 Admissions Director, partners with applicants to help them clarify who they are, what they want, and why they belong at the world’s best business schools. Alex S., Marine Academy, Ross MBA, US Army, alumni interviewer for Ross, expert MBA admissions coach for veterans and non-traditional backgrounds, has coached and prepped over 100+ people on MBA applications with a high rate of success.

Breaking Into Product Management Panel
Curious about how to land your first role in product management? Join us for the Breaking Into Product Management Panel, where Kevin A. (Ex-LinkedIn), Jess C. (Autodesk), and Christian S. (LinkedIn)—coaches with PM experience will share their unique paths into the field and the lessons they learned along the way. You’ll hear about different entry points, what hiring managers are really looking for, how to build relevant experience, and the skills that matter most. Whether you're a student, career switcher, or just starting out, this panel will give you tactical insights to help you take the next step toward a PM role.
