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: Enterprise SaaS

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

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: Infrastructure & Security

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

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: 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

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.

Claude Design: Build Campaign Ready Assets in 60 mins

​Most marketers leave a brief meeting with a direction and a timeline. You're going to leave this one with the assets. ​Join Albert C., a former marketer at Meta, for an exclusive AI Builder session where you'll produce three campaign-ready assets in real time. By the end of the hour, you'll have a landing page, a 5-slide social carousel, and a short product video, all built by you, on brief, from scratch. ​This isn't a walkthrough. You build alongside Albert C. the entire time, so you leave with finished work, not notes about finished work. ​The session covers prompt patterns for visual consistency, how to brief Claude on brand voice and color, and how to move efficiently across asset types without losing creative direction. You'll also walk away with a reusable prompt framework you can take back to any brief, for any product, so the work you do in this session isn't a one-time thing. ​Come with a product in mind. Everything else is provided.

Crafting an MBA Essay That Actually Stands Out [5/12/2026] (Recording)

FREE LELAND + FOR 1 MONTH FOR ALL LIVE ATTENDEES. Strong MBA essays aren’t just well-written, they clearly communicate who you are and why you belong at a program. This session is for applicants who want to move beyond generic advice and craft essays that genuinely stand out. You’ll learn how to develop a focused personal narrative, avoid common mistakes that dilute your story, and align your essays with what admissions readers are actually looking for. Join live to hear from MBA admissions experts and ask questions about your own essay ideas. The panelists regularly work with applicants on essay development and will share the patterns they see across successful submissions. Expect practical feedback and insights similar to what’s covered in 1:1 coaching conversations.

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.

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.

Behavioral Answer Tool

Framework tool for structuring answers to the most common VC behavioral questions using the STAR method.

VC Modeling Test ANSWER

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

Inside Law Admissions: What Actually Gets You In [5/11/2026] (Recording)

1YR LELAND+ GIVEAWAY FOR LIVE ATTENDEES ($119 VALUE). Law school admissions can feel opaque, especially when strong applicants still struggle to understand what truly drives decisions. This session is for candidates who want a clearer picture of what actually gets you admitted. You’ll learn how admissions committees evaluate your academic record and experiences, what makes a personal statement stand out, and the patterns reviewers see across successful applicants. Join live to hear directly from a panel of law admissions professionals and ask your questions about your own application strategy. The panelists regularly evaluate candidates and advise applicants, and will share the perspectives typically discussed in admissions review conversations. It’s a chance to get grounded, practical insight before you submit.

The Playbook to Land Your First PM Role [5/11/2026] (Recording)

$50 COACHING CREDIT GIVEAWAY FOR LIVE ATTENDEES. Landing your first product management role is competitive, and many candidates struggle to translate their background into a compelling PM story. This session is for aspiring PMs who want a clearer, more strategic approach to breaking in. You’ll learn how to position your experience for PM roles, build credible product signals through projects or work, and navigate the interview process with more confidence. Join live to hear from PM professionals who have successfully made this transition and now help others do the same. The panelists regularly advise candidates and will share the patterns they see across those who land their first PM role and what stands out to hiring teams. Expect practical guidance and insights similar to what’s covered in 1:1 coaching conversations.

90-Day Action Plan Template for VC Recruiting

Create a comprehensive 90-day action plan for breaking into VC with your unique positioning.