Leland+ Content Library

Home for Ambition #11 — Weekly Live Show [6/10/2026] (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.

AI Can't Do Everything. Here's What It Can Do. [6/9/2026] (Recording)

With so much conversation around AI, it can be hard to separate real capabilities from inflated expectations. This session is designed for professionals, builders, and curious learners who want a practical understanding of where AI creates value—and where it still falls short. You’ll learn how to identify high-impact use cases, understand the types of tasks AI handles best, and recognize the limitations that still require human judgment, context, and decision-making. Attending live gives you the opportunity to ask questions about your own workflows and challenges and get real-time guidance on how AI can fit into them. The speaker works closely with individuals and teams adopting AI and will share the patterns they see across successful implementations, along with how they evaluate where AI meaningfully improves outcomes versus where it adds complexity. If you want a more grounded understanding of what AI can realistically do today, it’s worth joining live.

DWY: Lead Gen Hotseat [6/6/2026] (Recording)

In this live session, we'll show you how to build an AI-powered intake and follow-up system that captures leads and nurtures them automatically. Agenda: - Welcome & Quick Win (5 min) - Mini-Framework: AI Lead Gen for Law Firms (10 min) - Live Hot Seats: Real intake and follow-up system teardowns (20 min) - Recap & Resource Drop (5 min) - CTA: Book a System Builder Sprint for your law firm (5 min) What you'll walk away with: - A blueprint for an AI intake system tailored to sourcing practices - Examples of automated follow-up sequences that convert - A step-by-step action plan you can start building this week Ready to build your system? Book a System Builder Sprint after the session.

Secondary Applications: Writing Excellent Essays [6/9/2026] (Recording)

Secondary applications can quickly become overwhelming, and many strong applicants lose momentum when it comes time to write dozens of school-specific essays. This session is for medical school applicants who want a clearer strategy for writing compelling secondary responses efficiently and effectively. You’ll learn how to approach common prompts, maintain quality across multiple applications, and craft essays that feel personal without becoming repetitive. Join live to ask questions about your own secondary essays and hear guidance from a coach who completed over 40 secondaries and earned 13 medical school acceptances. The speaker has firsthand experience navigating the volume and pressure of the process and now helps applicants strengthen their writing and application strategy. Expect practical advice and insights similar to what’s covered in 1:1 coaching conversations.

What an AI-Native Org Actually Looks Like (And Why Yours Probably Isn't) [6/4/2026] (Recording)

Most teams are experimenting with AI, but far fewer have figured out what it actually means to build an AI-native organization. This session is designed for leaders, operators, and professionals who want to understand how AI changes the way teams make decisions, structure workflows, and create leverage across an organization. You’ll learn what distinguishes AI-native companies from teams simply layering on tools, how workflows and roles evolve in practice, and the organizational patterns that emerge when AI becomes part of day-to-day operations. Attending live gives you the opportunity to ask questions about your own team, workflows, or implementation challenges and get feedback in real time. The speaker works closely with organizations navigating AI adoption and will share the patterns they see across teams, along with how they evaluate what is actually driving impact versus creating noise. If you're thinking seriously about what AI adoption should look like in practice, it’s worth joining live.

The Overrepresented Applicant’s Blueprint to MBA Admissions [6/8/2026] (Recording)

Many MBA applicants from consulting, finance, and technology backgrounds underestimate one of the central challenges of the admissions process: differentiation. In this workshop, I'll breaks down how admissions committees evaluate “overrepresented” applicant demographics — and, more importantly, what separates memorable candidates from interchangeable ones. Drawing on experience coaching applicants across M7 and top global MBA programs, the session explores how candidates can move beyond prestige signaling and build a more distinctive, cohesive, and authentic application narrative. Participants will learn how to: * Understand how admissions committees evaluate candidates from highly competitive industries * Identify the most common positioning mistakes made by finance, consulting, and tech applicants * Build stronger differentiation across essays, resumes, interviews, and recommendation strategies * Develop clearer personal themes, leadership narratives, and career vision * Communicate impact and self-awareness beyond titles, brands, and technical accomplishments * Highlight distinctive experiences, perspectives, and motivations that create memorability * Avoid “over-coached” applications and develop more authentic storytelling * Position career transitions, long-term goals, and leadership potential more strategically Whether you come from investment banking, private equity, consulting, big tech, product management, engineering, or another highly represented background, this session is designed to help you better understand how to stand out in one of the most competitive areas of MBA admissions.

Your Plan to Build an AI-Native Team in 6 Weeks

Trying to introduce AI into your team without a clear plan can quickly turn into scattered tools, inconsistent adoption, and unclear results. This session is designed for leaders and operators who want a practical roadmap for building a more AI-native team with structure and intention. You’ll learn how to identify high-impact workflows, create systems that encourage adoption across teams, and build a phased implementation plan that drives meaningful day-to-day change over six weeks.

From Generic to Hired | How to Polish Your CV for AI & Tech Jobs [6/15/2026] (Recording)

Join this practical mentoring session designed to help students, graduates, and early-career professionals improve their CVs for tech and AI roles. Led by an Ex-Microsoft professional and current Agentic AI Engineer at Accenture/Avanade, this session will show you how to move beyond a generic CV and tailor your experience for every job you apply to. We’ll cover how to read job descriptions properly, identify the skills recruiters actually look for, highlight projects and technical experience, use AI/ML keywords naturally, and structure your CV so it feels relevant, clear, and competitive. Whether you’re applying for internships, graduate schemes, AI roles, software engineering positions, data jobs, or consulting roles, this session will give you practical tips you can apply straight away. You’ll learn how to: -> Tailor your CV for each tech or AI job -> Make projects and experiences sound more impactful -> Use keywords without making your CV sound robotic -> Avoid common mistakes that get CVs ignored -> Present yourself clearly, even if you have limited experience A great session for anyone looking to stand out in a competitive tech job market.

HELP -- I'm Non-Traditional! AMA with Jessica B [6/8/2026] (Recording)

You didn't take the standard path. That doesn't mean you can't get into a top program — it means you need a sharper strategy than most. This is an open AMA for applicants who don't fit the typical mold: career changers, military veterans, physicians, founders, late-career applicants, people with non-linear resumes, or anyone who's ever wondered whether admissions committees will know what to do with them. I've worked with all of you. Since 2006, my clients have come from backgrounds that don't map neatly onto the McKinsey-to-HBS pipeline — and they've gotten into M7 programs anyway, frequently with scholarship. Three times Poets & Quants has recognized me as one of the best admissions consultants in the field. Bring your specific situation. Ask me whether your background is a liability or an asset, how to frame a career that's hard to explain in 250 words, whether EMBA or full-time MBA makes more sense for where you are, or anything else that's been keeping you up at night. No slides. No agenda. Just answers.

The Reapplicant's Advantage: Turning Setback into Strategy. [6/15/2026] (Recording)

For many successful MBA graduates, rejection was not the end of the journey—it was the turning point. When approached with strategy, reflection, and renewed purpose, reapplying can transform a setback into a compelling statement of resilience, growth, and focus. Admissions committees respect candidates who demonstrate perseverance, self-awareness, and the ability to learn from experience—but only when that growth is clear, specific, and credible. This workshop will help you turn a “ding” into a competitive edge. You’ll learn how to conduct a clear-eyed assessment of your previous application, identify what may have held you back, highlight meaningful progress since your last submission, and approach the reapplicant essay with authenticity and impact. More than damage control, the reapplication process is an opportunity to show the admissions committee that you are stronger, more prepared, and more intentional than before. Done well, your reapplication can tell a sharper, more mature, and more persuasive story. By the end of this session, you will be able to: * Conduct a candid self-assessment to identify weaknesses in your previous application and opportunities for improvement. * Demonstrate tangible growth through professional achievements, academic progress, leadership development, and deeper extracurricular or community impact. * Refine your school strategy by aligning more precisely with programs where your fit, goals, and competitiveness are strongest. * Craft a powerful reapplicant essay that emphasizes resilience, growth, and renewed commitment—without sounding defensive or making excuses. * Strengthen recommendations and school engagement by securing enthusiastic advocates and building more authentic connections with your target programs.

Intel Collection for the MBA: Schools, Careers, and the Application [6/11/2026] (Recording)

This is the second session in the MDMP for MBA series series structured around the seven phases of the Military Decision-Making Process. Each session stands on its own, but together they form a complete framework for military and veteran applicants to systematically and strategically approach the MBA admissions process. In this session, we'll focus on mission analysis and cover how to collect HUMINT and AI-enabled SIGINT to improve your understanding of the critical elements of MBA application: target schools (including class profiles, employment outcomes, and culture), post-MBA career paths (industries, functions, recruiting pipelines, compensation), and the components of the application itself (essays, recommendations, and academic preparation. We'll also cover resources available to military and veteran applicants, from the GI Bill and Yellow Ribbon to Service to School and school veterans clubs. By the end, you'll know how to build your candidate school list, how to research post-MBA careers, and how to gather the intelligence that makes every later decision in the process a sound one. Hosted by Ian Kennedy, former Army Special Forces (18E, 1st SFG) and Stanford MBA/MS, who has coached military and veteran applicants into admissions at Harvard, Stanford, Columbia, LBS, Duke, and more.

Ship Your First Claude Skill: Live Build

Building with AI becomes much more approachable once you see the process happen in real time. This session is for professionals and builders who want hands-on experience creating their first Claude-powered skill from start to finish. You’ll learn how to structure a practical AI workflow, think through real implementation decisions, and walk away with a working build you can continue developing on your own.

Vibe Coding 101: Build a Real Product with Just an Idea and AI

Have an idea for a product but no clear roadmap for turning it into something real? This session is designed for founders, builders, and curious creators who want to understand how AI can help take a concept from rough idea to working product faster than traditional workflows allow. You’ll learn how to turn ideas into actionable prompts, structure an AI-assisted building process, and avoid common mistakes that slow projects down or create messy outputs.

Your Plan to Build an AI-Native Team in 6 Weeks

Trying to introduce AI into your team without a clear plan can quickly turn into scattered tools, inconsistent adoption, and unclear results. This session is designed for leaders and operators who want a practical roadmap for building a more AI-native team with structure and intention. You’ll learn how to identify high-impact workflows, create systems that encourage adoption across teams, and build a phased implementation plan that drives meaningful day-to-day change over six weeks.

How to Safeguard Your Data While Using AI

As AI becomes part of more workflows, many people are realizing they’re using powerful tools without fully understanding the risks around privacy and data security. This session is designed for professionals, teams, and everyday AI users who want a practical approach to using AI responsibly without slowing down productivity. You’ll learn how to identify common data privacy risks, understand what information should and should not be shared with AI systems, and build safer habits for using AI tools in day-to-day work.

McKinsey PEI: Behavioral Story Development Worksheet

This worksheet is a companion tool to the bootcamp / consulting offer week classes I teach on developing a compelling behavioral & PEI story, and walks through two frameworks for how to select a story and how to develop it in order to get to a strong first pass.

Build Your Own Competitive Research Agent

​SESSION GUIDE: https://www.lelandcourses.com/ai-builder/competitive-research-agent/ Competitive research is the thing you do once, mean to update, and then never touch again until your CEO asks for it on a Tuesday morning. By then it's six months old, and your competitors have shipped three more things. ​In this exclusive AI Builder session, D'Aaron Gonzalez will walk you step by step through building a competitive research agent powered by Claude, one that pulls from public sources, tracks your competitors over time, and keeps the picture fresh without the manual lift. By the end of the hour you'll have a working agent ready to put to work the next morning. ​But the research agent is just the on-ramp. The real takeaway is the playbook: how to turn any "I should keep tabs on this" task into something AI does for you, on a schedule. First competitors. Next industry news, regulatory changes, your customers' product launches, your own pipeline. Same skill, different shape. ​D'Aaron builds with AI for a living. Now he'll do it with you. ​Open exclusively to AI Builder Program members.

Build a Cold Outbound Email Agent

SESSION GUIDE: https://www.lelandcourses.com/ai-builder/cold-outbound-email-agent/ The math of cold outbound never quite works. A genuinely personalized email takes twenty minutes. A templated one gets a one percent reply rate. Either way, you're losing time. ​In this exclusive AI Builder session, Jonathan McLemore will walk you step by step through building a cold outbound email agent powered by Claude, one that researches every prospect on your lead list, writes a personalized first-touch email for each, and queues them up for you to review before sending. By the end of the hour you'll have a working agent ready to put to work the next morning. ​But the email agent is just the on-ramp. The real takeaway is the playbook: how to turn a one-off chat with AI into a repeatable system that processes an entire list the same way, every time. First outbound. Next a lead qualification agent, a customer research bot, a weekly report that writes itself. Same skill, different shape. ​Jonathan builds AI automations for sales teams as the founding solutions engineer at Plinko Solutions. He's done this for a living. Now he'll do it with you. ​Open exclusively to AI Builder Program members.

Claude Code Deep Dive - Slash Commands

Today we’re diving into slash commands. We’ll cover both the built-in ones and how to create your own custom commands. “Automation is not about replacing humans, it’s about amplifying them.” ~ Satya Nadella

5 Actions that can Make or Break your MBA Application

It’s not enough to do all the right things - you also need to know what not to do! Join me in this webinar as we review the dos and don'ts and uncover small yet crucial details that can help you win admission to your dream school. This event is designed to make you better informed, so you can make the right decisions about your applications!