Leland+ for Venture Capital

Example Market Deep Dive: LLMs in Legal Tech

Explore the impact of LLMs on the legal profession, uncovering key trends, successful applications, and risks in legal tech.

Breaking into Venture Capital: Ask Me Anything

Venture capital recruiting can feel opaque, especially without a clear sense of how firms evaluate candidates and what actually matters in the process. In this open AMA session, you’ll get candid insights into breaking into VC, from sourcing experience and networking to interviews, skill development, and common misconceptions about the industry. Bring your questions and leave with a clearer understanding of how to position yourself and take practical next steps toward a career in venture capital.

Sector Overview: Infrastructure & Security

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

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: Enterprise SaaS

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

Start Where You Are: Investing in the Arts as a Pathway to Venture Capital

You don’t need a fund, a finance background, or a Silicon Valley network to start investing—you just need vision and the courage to begin. In this inspirational session, Tiana Tukes (she/her) shares her journey of investing in creativity and culture as a foundation for a career in venture capital. Beginning with her first investment in photographer Tyler Mitchell in 2018, Tiana explores how supporting artists teaches powerful lessons about risk, storytelling, and conviction—the same instincts that drive great venture investors. Joined by potential special guest De’Havia Stewart, an investor at Serena Williams’ venture firm and Broadway investor (Othello, Alicia Keys’ Hell’s Kitchen), the conversation will highlight the many ways to participate in investing—whether that’s in people, art, or startups. Attendees will leave inspired to see that venture capital isn’t a closed world—it’s a creative one. And every investment, no matter how small, can be the start of your journey.

What VCs Want: Thesis, Diligence, and Deal Flow Explained

Understanding how venture capitalists evaluate startups is essential for anyone looking to break into VC or strengthen their investing skill set. In this workshop, Kenny J.—an operator and investor with experience at Google Ventures, CapitalG, Honeywell M&A, JPMorgan, and Goldman Sachs—will break down how VCs develop investment theses, source and evaluate deals, and run diligence with rigor. Drawing on his background evaluating 25+ early-stage opportunities, supporting $400M in transactions, and helping an autonomous trucking startup raise capital and build financial discipline, Kenny will offer a structured, no-nonsense look at the frameworks, modeling expectations, and sourcing strategies that matter most in venture.

Unlocking Innovation in High-Context Teams

Subtle, field-tested practices to surface hidden ideas, reduce friction, and build psychological safety, with a particular focus on East Asia.

Frequently Asked Questions About Resume Writing

Many people have asked me a set of questions frequently. These questions will answer some of your questions quickly!

Breaking Into VC Without the “Right” Background: What Works, What Doesn’t, What No One Tells You

Breaking into venture capital without an elite pedigree isn’t about luck, it’s about strategy. In this tactical session you’ll learn how VC firms actually evaluate candidates, beyond resumes and brand names, and how to manufacture the signals that matter. We’ll break down: What top firms optimize for (judgment, access, velocity, communication, signal) Why proof-of-work beats credentials, and how to build it How to choose a wedge so people know what you stand for A repeatable networking system that creates opportunity (not “coffee chats”) The hidden rules of VC interviews and internal decision-making A practical 30-day roadmap to become someone who’s already doing the job This isn’t generic career advice. It’s a playbook to build credibility, create leverage, and position yourself as a serious investor, even without the “right” background.

VC Glossary and Key Terms

Reference sheet covering essential VC terminology from LP to IPO.

The Real Day-to-Day in Venture Capital—and How to Interview for It

Venture capital is often talked about in broad terms, but the actual day-to-day work and hiring expectations are less visible to candidates. This session is for those exploring VC who want a clearer understanding of what the role involves and how to position themselves for it. You’ll learn what investors actually do across sourcing, diligence, and portfolio support, how candidates are evaluated in interviews, and how to communicate your thinking in a way that reflects investor judgment.

VC Modeling Test ANSWER

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

Behavioral Answer Tool

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

Banking to Buy-Side: IB & Venture Playbook [5/18/2026] (Recording)

After this session, you'll understand how investment banking experience translates into a credible VC narrative and where most candidates lose the thread making that transition. We'll cover how to position deal experience for early-stage fund interviews, what VC firms actually look for in candidates coming from IB versus other paths, and how to think about sourcing as a differentiator when you have limited buy-side exposure. Attending live means you can bring your specific background and get a direct read on how it lands, which a recording cannot replicate. The coach works inside this industry and will share the patterns they see across candidates who successfully make this move, giving you a real look at how practitioners evaluate this transition.

Sector Overview: Marketplaces

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

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.

Sector Overview: AI/ML & Foundation Models

AI/ML & foundation models are huge in VC today. Check out this industry snapshot to get an industry overview, learn key metrics, industry players, and valuations.

Sector Overview: Fintech

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