Leland+ Content Library

Choose Your AI Fighter: ChatGPT vs. Claude vs. Gemini

Not all AI tools are created equal—and choosing the right one can dramatically change how you work. In this session, we’ll put today’s leading AI assistants head-to-head to help you decide which one deserves a spot in your workflow. We’ll break down the strengths, weaknesses, and best use cases for ChatGPT, Claude, and Gemini, comparing how each performs across real-world tasks like writing, research, analysis, brainstorming, and problem-solving. You’ll learn when to use each tool, how to get better outputs with smarter prompting, and how professionals choose the right AI for the job. Whether you’re new to AI or already using multiple tools, this workshop will help you cut through the hype, work more efficiently, and confidently choose your AI fighter.

Writing Standout DMBA Essays

Your Deferred MBA essays are your chance to show top programs who you are — but with limited experience, it can be hard to know what stories to tell and how to make them stand out. In this session, Leland Coaches Ben L., Melanie E., and Olivia P. — who have helped dozens of early-career applicants get into programs like HBS, GSB, and Wharton — will break down what makes a winning essay. They’ll share proven strategies for identifying your strongest themes, crafting a clear and authentic narrative, and avoiding the common pitfalls that hold candidates back. You’ll leave with a sharper sense of how to approach each prompt, connect your story to your goals, and position yourself as a must-admit candidate in this year’s Deferred MBA cycle.

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.

AMA/Office Hours: Sales "deal desk"

Got a tough deal you're trying to close? Not sure how to handle a tricky objection, or how to structure pricing for your early-stage product? Need help figuring out why a once-hot opportunity has gone cold? Bring your sales questions to this open “Deal Desk” AMA session. Whether you’re a founder doing your own sales, an AE trying to close faster, or a BDR struggling to get responses, this is your space to get unfiltered, tactical guidance from a startup sales coach who’s been in your shoes. I’ve helped dozens of venture-backed startups go from zero to repeatable sales processes, and I’m opening up the floor to help you work through your blockers in real-time. Think of this like having a VP of Sales on speed dial for 60 minutes. About me: I have an MBA from Stanford and was the first sales hire at two venture-backed startups that now have 9 figure valuations (Arc Technologies and Trunk Tools). I'm now a full-time sales coach and consultant to help B2B SaaS startups to scale beyond founder-led sales, turning interested prospects into paying customers. Don't miss this opportunity to gain insights and strategies tailored to your needs.

Ask Me Anything as a Software Engineering Interviewer

Ever wondered what interviewers are actually thinking during a technical interview? In this open AMA session, get candid insights from a software engineering interviewer on what stands out, what raises red flags, and how hiring decisions are really made. We’ll cover technical screens, system design, behavioral questions, evaluation criteria, and how to recover from mistakes mid-interview. Bring your toughest questions and walk away with practical, insider advice to approach your next interview with clarity and confidence.

Roadmap to College: A Values-Based Guide to Choosing the Right College

Instead of focusing on traditional ideas of “fit,” this values-based guide invites you to reflect on what truly matters to you. Through self-reflection and journal prompts, you will identify colleges that align with your values, interests, and goals. Designed for students in grades 9-12, it offers practical steps to help you approach the college search with greater clarity and confidence so you can make intentional choices and find a college community that's authentic to you.

Your Next Chapter: Navigating the Road to Graduate School

​Thinking about graduate school but not sure where to start? This session will break down the entire journey—from choosing the right program to preparing a standout application. From Aric F., Zuwena V. and Matthew M., You’ll learn what admissions committees are really looking for, how to position your academic and professional experiences, and strategies to make your application shine. This event will equip you with the insights and tools to confidently take the next step toward your future.

Build a Full Trip Itinerary with Claude (Cowork, Code & Design)

A complete all-in-one, customizable system for planning a full, day-by-day trip with Claude — from a single intake to a dynamic, updateable, customizable plan. This deck walks through every component: destination research, flights, points-aware lodging, the day-by-day itinerary, restaurants and reservations, packing, credit-card credits, and best-time-to-visit timing — plus the Cowork-vs-Code playbook (where chat shines for research, synthesis, and drafting, and where Claude Code wins for schedule generation, calendar sync, and packing lists). It's built around a fully worked, anonymized example: a two-week Spain trip across Mallorca, Ibiza, Granada, and Madrid. For anyone traveling soon — or tired of losing a Saturday to 47 browser tabs — who wants AI to do the heavy lifting and one shared source of truth. A companion prompt library will be added so you can run the whole workflow yourself.

AI Skills Week Kickoff + Which AI Tool Should I Use? (Recording)

With new AI tools launching constantly, it can be difficult to know which ones are actually useful and which are just adding noise to your workflow. This session is designed for professionals, builders, and curious learners who want a practical framework for choosing the right AI tools based on their goals and use cases. You’ll learn how to evaluate tools across different categories, understand where specific tools perform best, and build a more intentional approach to integrating AI into your work. Attending live gives you the opportunity to ask questions about your own workflows, challenges, and tool stack in real time. The speaker works closely with individuals and teams adopting AI and will share the patterns they see across successful implementations, along with how they think through tool selection in practice. If you want a clearer approach to navigating the growing AI landscape, it’s worth joining live.

Banking to Buy-Side: IB & Venture Playbook [6/17/2026] (Recording)

Many finance professionals see investment banking as a stepping stone, but far fewer understand how to successfully make the jump to the buy side. This session is for candidates interested in venture capital, investing, and long-term finance careers who want a clearer roadmap for navigating that transition. You’ll learn how investment banking experience can be leveraged for buy-side opportunities, what firms look for in candidates making the move, and how to position yourself throughout the recruiting process. Join live to hear from two experts with extensive experience across both investment banking and venture capital and ask questions about your own career path. The speakers have firsthand experience navigating these industries and will share the patterns they see across successful transitions, common mistakes, and what differentiates candidates who break through. Expect practical insights and advice similar to what’s covered in 1:1 career coaching conversations.

General Application Timeline

A detailed MBA application timeline breaking down key tasks—like test prep, networking, essays, and recommendations—into a structured schedule, with both standard and compressed versions to fit different planning needs.

How to Write the Kellogg Purpose & Leadership Essay

A top MBA admissions expert analyzes a successful Kellogg essay and shares how to answer the prompt, "Kellogg’s purpose is to educate, equip and inspire brave leaders who create lasting value."

Kellogg Leadership Essay Example - Brave Leaders Create Value

This essay responds to a Kellogg MBA application prompt: "Provide a recent example where you have demonstrated leadership and created value. What challenges did you face and what did you learn?"

How to Find Your Core Values

Learn how to identify your core values and use them to guide your career and life decisions. We'll provide a simple exercise to help you discover what truly matters to you.

The 2 Key Questions in College Applications

Learn how to effectively answer the two most important questions in your college applications: "Who are you?" and "Why us?" with a deep dive into personal statements, extracurriculars, and supplemental essays.

Make the Most of Your Internships

Go beyond a temporary job and learn how to make your internship a powerful launching pad for your career. We'll show you how to set goals, network effectively, and stand out.

VC Recruiting Workbook

Template to articulate your unique value proposition and background story for VC recruiting; Evaluate your current track record and identify 3 goals to strengthen your candidacy over the next 90 days.

Sample Resume Bullet Points

This guide includes a set of résumé bullet points designed to showcase a wide range of skills and industries. Each bullet uses a strong action verb and highlights a quantifiable outcome.

Networking Log

Keep track of all your coffee chats in one place! This tool allows you to record conversation notes, follow-ups, and next steps so you can maintain organized and professional outreach.