Leland+ Content Library

Sector Overview: Marketplaces

Learn about marketplaces, their key growth drivers, key players, metrics and benchmarks, and what VCs look for.

Sector Overview: Infrastructure & Security

Learn about Infrastructure and security, their sub-sectors, metrics, valuations, and VC must-knows.

Sector Overview: Crypto & Web3

Crypto has quickly become a huge industry. Check out its key growth drivers, sub-sectors, major players, and what excites VCs.

Sector Overview: Healthcare & Digital Health

Learn about the Healthcare & Digital Health industries, their key players, metrics, valuations, and what VC's look for.

Build a Job Search Operating System (JSOS) [5/13/2026] (Recording)

Build Anything Series · Event 01 · Free · Live The job search is the most expensive workflow most people will ever run — and the one they're least equipped for. Spreadsheets, sticky notes, half-tracked outreach, lost interview notes. By the end of this hour, you'll learn how to create a complete Job Search Operating System to help you land your next offer. What we'll walk through live: - A real applicant tracker | every role, company, and contact in one view. Status, last action, next step, follow-up date. - Automated outreach + research | pull company context, drafts personalized outreach, surfaces the right people to message. - Synced notes, prep, offer comparison | interview notes that auto-link to the role, prep doc generation per company, structured offer comparison when it's time to choose. Who it's for: - People actively job searching or about to start - Career switchers, returning-to-work folks, recent grads - Anyone who's run a search before and remembers losing track of half of it Not a fit if: - You enjoy manual data entry and Excel-tab chaos - You'd rather pay $300 for a static prompt template that fails instead of learning the principles yourself - You want a one-click magic button I'll be honest about where AI helps and where it doesn't, and how to keep the system running without me. Bring your laptop and follow along, or lean in, watch, and replicate after.

Sector Overview: Fintech

Learn about the Fintech Industry, its sub-sectors, key players, valuations, and how VCs approach it

Sector Overview: Consumer Tech

Consumer Tech has a massive market. Learn about its key growth drivers, metrics, economics, and what excites VC's.

Sector Overview: Deep Tech & Defense

Learn how VC approaches the Deep Tech and Defense industries. Learn about the market, key players, metrics, and valuations.

Sector Overview: Sustainability & Energy

Learn about the Sustainability and Energy industry and what VCs look for there. Check out key metrics, valuations, and major players in the space.

New Ways to Use Claude Cowork to Land Your Dream Job [5/14/2026] (Recording)

BOOTCAMP SEAT GIVEAWAY FOR LIVE ATTENDEES ($999 VALUE). In this session, you'll learn how to use Claude's cowork features to actively strengthen your job search, from drafting tailored outreach messages to refining your positioning for specific roles. We'll cover how to prompt Claude effectively for marketing and sales applications, how to use it to pressure-test your personal narrative, and how to build a repeatable workflow that saves time without losing your voice. Attending live means you can describe your actual situation and get a response shaped around it, not a general answer. The coach works with job seekers on this daily and will share the patterns that consistently move candidates forward.

Sector Overview: Enterprise SaaS

Learn more about the Enterprise SaaS Industry, the market it operates in, sub-sectors, metrics, valuations, and what it means for VC.

Home for Ambition #9 — Weekly Live Show [5/13/2026] (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.

Telling Your Story: Tips for Crafting Your Perfect Law School Personal Statement from Expert Coach & Stanford Law Grad [5/13/2026] (Recording)

After this session, you will know how to build a personal statement that reads as a cohesive narrative rather than a resume in prose. The coach will walk through how to identify the right story to tell, how to open in a way that holds an admissions reader's attention, and how Stanford Law's own approach to evaluating applicants shapes what a strong statement actually needs to do. Attending live means you will learn how these principles apply to your specific background and hear the coach respond to real situations, not hypothetical ones. This coach works with law school applicants every day and brings a clear sense of the patterns that separate personal statements that resonate from those that fall flat.

Top 5 Tips for Your Law School Application [5/12/2026] (Recording)

Join Indrani as she goes over her top 5 tips to help you put your best foot forward as you apply to law school! A great law school application requires research, authenticity and hard work, and Indrani will help you strategize. She will go over the importance of the LSAT, putting together a thoughtful school list, who should submit letters of recommendation, how to go about writing your essays and the optimal timeline for getting it all done! The session will end with ample time for questions and answers.

LinkedIn Launchpad: Profile to Profit [5/12/2026] (Recording)

Is your LinkedIn profile a forgotten resume or a powerful asset? In today's competitive job market, your professional brand is more crucial than ever. Join us for this free, dynamic workshop to learn the insider strategies for maximizing your visibility. We'll reveal the secrets to transforming your profile from overlooked to outstanding by focusing on the three pillars of success: Discoverability: Master the strategic keywords recruiters search for to ensure your profile ranks high. Impact: Learn how to craft a magnetic headline and an "About" section that turns profile views into opportunities. Networking: Acquire techniques for building a genuine professional network that expands your career reach. Whether you're job searching, looking to advance, or aiming to establish yourself as an industry expert, this workshop will give you the practical, actionable steps you need to leverage LinkedIn to its fullest potential. Elevate your professional presence and open doors to new opportunities!

CloudCore Series C Case Instructions

Full case study: evaluate a Series C SaaS investment including financial analysis, market assessment, and investment recommendation. Includes: blank modeling template and completed answer key with annotations.

Consortium Example Essays

These essays helped an ally be admitted to Consortium and to UC Berkeley Haas and UCLA Anderson. They stand out due to the clarity in career goals, specific ways the applicant supported unrepresented groups, and multi-faceted plans for involvement and support in the future.

Market Map Template

Spreadsheet framework for creating professional market maps by category, stage, and competitive positioning.

VC Modeling Test ANSWER

Don't download this file until you have completed your timed practice assessment.