Leland+ Content Library

Get 10x More Out of Claude by Organizing Your Context [6/15/2026] (Recording)

Many people use AI tools like Claude every day without realizing how much output quality depends on the context they provide. This workshop is for professionals, students, and builders who want to use Claude more effectively by organizing information in a way that leads to stronger, more reliable results. You’ll learn how to structure context for better responses, avoid the common prompting mistakes that create weak outputs, and build workflows that make AI substantially more useful in real work. Join live to see how an experienced AI coach approaches context organization and the patterns they see across effective AI users. You’ll also have the chance to ask questions in real time and learn practical frameworks typically shared in hands-on coaching and workflow sessions.

Lessons Learned from 100+ Business Acquisitions [7/25/2026] (Recording)

What can 100+ acquisitions teach you that no textbook can? Join Mark Fleming, CFA, FRM, as he shares the hard-earned lessons from more than 100 small business acquisitions. Mark reveals 10 patterns he's seen across hundreds transactions, from successful acquisitions to opportunities abandoned before they became expensive mistakes. This session is designed for current and aspiring business buyers who want practical, experience-based advice they can use to find better businesses, negotiate with confidence, and close stronger deals.

From Idea to Product with AI Agents [6/11/2026] (Recording)

After this session, you will know how to move from a raw product idea to a working prototype using AI agents, without a traditional engineering team. We'll cover how to scope an agent-driven build, which tools actually hold up in production, and how to think about iteration when the system is doing the work for you. Attending live means you can describe your specific idea or constraint and hear how to approach it directly, which is context a recording cannot give you. The coach works on AI-powered product development daily, and this session is a chance to see how that thinking applies in real time.

Unlock Your Next Career Move: What Actually Gets You Hired [6/10/2026] (Recording)

Applying endlessly without getting interviews can make the job search feel frustrating and unpredictable. This session is designed for professionals who want a clearer understanding of what actually drives hiring decisions and how to position themselves more effectively in a competitive market. You’ll learn how to strengthen your resume narrative, communicate your value in interviews and networking conversations, and identify the signals hiring managers consistently look for across strong candidates. Attending live gives you the opportunity to ask questions about your own search and get real-time feedback on challenges you’re facing. The panelists work closely with candidates navigating career transitions and will share the patterns they see across successful job searches, along with what stands out during the hiring process. If you want a more focused and strategic approach to landing your next role, it’s worth joining live.

Resume Revolution: The ATS-Proof Blueprint [6/9/2026] (Recording)

Is your resume disappearing into the application black hole? Up to 75% of resumes are filtered by software before a human ever sees them. Join this free, dynamic workshop to gain the insider strategies you need to beat the system. Leveraging my background as a recruiter and sourcer, I'll teach you how to stop listing duties and start showcasing metrics-based achievements that grab a hiring manager's attention. This workshop is for you if you want to: - Master keywords to score highly with the ATS. - Pass the recruiter's 6-second review test. - Transform your experience into quantifiable impact. Stop submitting resumes and start submitting applications that convert to interviews!

Investment Banking 101: Discounted Cash Flow (DCF) Analysis [7/13/2026] (Recording)

This session is designed for rising college sophomores. We will walk through a DCF from first principles, using a simple business example to understand how investors estimate future cash flows and convert them into a present-day valuation. Students will learn the intuition behind each component of a DCF. The goal is not to memorize formulas, but to understand why a DCF works and how finance professionals use it to determine what a business is worth. By the end of the workshop, participants will be able to: Understand the key components of a DCF model. Explain the concept of discounting future cash flows. Understand how assumptions impact valuation. Calculate a basic DCF valuation. Interpret the results of a DCF analysis. Prerequisite: Familiarity with basic income statement concepts is recommended, but no prior modeling experience is required.

AMA/Office Hours with Former Stanford GSB Admissions Director [7/15/2026] (Recording)

I spent more than 16 years working at Stanford GSB, including five years as Executive Director of the school's Center for Leadership, where I helped revamp the MBA leadership curriculum, and more than a decade as Director of the Stanford MSx Program and Director of Admissions. I taught electives, advised students, strategized with the deans, and read thousands of applications. If business school is your objective, I'm happy to offer any insight I have to the admission process and how to maximize its value proposition.

Developing Product Sense

Everyone tells you product sense matters. Almost no one tells you how to actually build it. In this workshop, part of PM Week, we're breaking down product sense into something you can actually practice, not just a vague trait some candidates seem to have and others don't. You'll learn the frameworks experienced PMs use to evaluate products, how to spot the gap between a good answer and a great one in a product sense interview, and the daily habits that build real intuition over time. This isn't a list of tips. It's a working session on the skill that decides whether you get the offer.

Build a Winning Product Management Application Strategy

Landing a product management role takes more than submitting applications. The strongest candidates approach the process with a clear strategy for positioning their experience, telling their story, and standing out in a highly competitive market. This session is for aspiring PMs who want to sharpen their application strategy and improve their chances of landing interviews. You’ll learn how to craft a compelling resume, communicate product thinking effectively, and highlight the experiences that matter most to hiring teams.

Product Case Interview Prep: Fav Product

After this session, you will know how to structure a compelling "favorite product" response that demonstrates product thinking, not just feature knowledge. We will cover how to choose the right product to talk about, how to articulate a clear problem and user insight, and how to walk through your reasoning in a way that signals PM maturity to interviewers.

PM Coffee Chats: How to Network Like a Pro

Networking is one of the most powerful ways to break into product management, but most people approach coffee chats without a clear strategy. This session is for aspiring PMs who want to build meaningful connections, stand out in conversations, and turn networking into real opportunities. You’ll learn how to reach out effectively, ask thoughtful questions, and make lasting impressions that can open doors in the PM world.

Standing Out in PM Recruiting: AI Side Projects

AI side projects are everywhere. Most of them will not help you stand out in a competitive PM hiring process. In this session, you’ll learn how to build an AI side project that demonstrates real product thinking, not just technical curiosity. We’ll break down how to choose the right problem, scope a project around the PM skills hiring managers care about, and avoid creating an overbuilt demo with no clear user or purpose. You’ll also learn how to turn the project into a compelling story across your resume, LinkedIn, portfolio, and interviews. We’ll cover what separates projects that signal strong product judgment, customer insight, prioritization, experimentation, and execution from projects that recruiters and hiring managers quickly skip. You’ll leave with a practical framework for deciding: What to build and what not to build Which PM competencies your project should demonstrate How to scope the project so you can actually finish it How to position the work so its value is immediately clear Whether you already have a project underway or are starting from scratch, this session will help you create something that strengthens your product manager profile.

Back-of-the-Envelope Math: A System Design Cheat Sheet Guide Video

A guided tour of the Back-of-the-Envelope Math cheat sheet. We price a photo-sharing startup from scratch: traffic, bandwidth, storage, and the monthly bill, using the sheet one row at a time. Watch it once, then run your own estimate with the sheet beside you.