Leland+ Content Library

The Insider’s Playbook: A Structured Approach to Breaking Into Venture [8/28/2026] (Recording)

The Insider’s Playbook: A Structured Approach to Breaking Into Venture Breaking into venture capital often feels like trying to enter a closed room without a key. In this interactive livestream, we will demystify the VC recruitment process and provide a step-by-step roadmap to land your dream role. What You’ll Learn: The Recruitment Landscape: How VC hiring actually works behind closed doors. Building a Standout Thesis: How to source, evaluate, and present investment ideas that get noticed. Networking Strategy: Actionable ways to build genuine relationships with venture partners and decision-makers. Action Plan: Proven frameworks to structure your job search, hone your narrative, and ace the interview. Whether you are a student, career switcher, founder, or operator looking to transition to the buy-side, this session will equip you with a concrete strategy to break into VC.

Banking to Buy-Side: IB & Venture Playbook [6/17/2026] (Recording)

Many finance professionals see investment banking as a stepping stone, but far fewer understand how to successfully make the jump to the buy side. This session is for candidates interested in venture capital, investing, and long-term finance careers who want a clearer roadmap for navigating that transition. You’ll learn how investment banking experience can be leveraged for buy-side opportunities, what firms look for in candidates making the move, and how to position yourself throughout the recruiting process. Join live to hear from two experts with extensive experience across both investment banking and venture capital and ask questions about your own career path. The speakers have firsthand experience navigating these industries and will share the patterns they see across successful transitions, common mistakes, and what differentiates candidates who break through. Expect practical insights and advice similar to what’s covered in 1:1 career coaching conversations.

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.

Venture Capital 101: Players, Funds, and the Deal Process

Venture capital can feel opaque without a clear map of how firms operate and how deals actually get done. This session breaks down the VC ecosystem, who the key players are, how funds are structured, and what the end-to-end deal process looks like, from sourcing and diligence to investment decisions and portfolio support. You’ll leave with a practical understanding of how venture capital works and how to navigate conversations, recruiting, or founder interactions with greater confidence.

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.

Venture Recruiting Bootcamp - Landing A Role in Venture [10/12/2026] (Recording)

Are you eager to break into venture capital but unsure where to start? Venture is a notoriously opaque industry, and landing an Analyst or Associate role takes more than just a standard application. Join me, Kenny, for a tactical session on securing your first job in VC. Drawing on my background in corporate finance and strategy at Google, alongside hands-on experience at Google Ventures, CapitalG, and South Loop Ventures, I will break down the exact networking and interview blueprint to help you stand out. What We Will Cover: The VC Job Search & AI Automation: How to leverage AI to streamline your search, identify the right firms, and craft compelling resumes and cover letters that bypass the slush pile. Strategic Networking: Tactics to sidestep traditional job portals, find the right partners, and write cold emails that actually convert into coffee chats. Behavioral Prep & The Narrative: Frameworks to answer the dreaded "Why VC?" question and translate your unique background into a venture superpower. Technical Prep & Pitching: A breakdown of essential venture math, cap tables, and how to confidently pitch a startup on the spot while defending your investment thesis against pushback. Outcomes: By the end of our time together, you will have a concrete roadmap to build a proprietary network, crush your technical screens, and tackle interviews with the mindset of a seasoned investor. Spaces are limited, so be sure to RSVP and secure your spot. Let's get you on the path to success in venture capital!

Land Your First Job in VC: Networking & Interview Blueprint [9/23/2026] (Recording)

Are you eager to break into venture capital but unsure where to start? Venture is a notoriously opaque industry, and landing an Analyst or Associate role takes more than just a standard application. Join me, Kenny, for a tactical session on securing your first job in VC. Drawing on my background in corporate finance and strategy at Google, alongside hands-on experience at Google Ventures, CapitalG, and South Loop Ventures, I will break down the exact networking and interview blueprint to help you stand out. What We Will Cover: The VC Job Search & AI Automation: How to leverage AI to streamline your search, identify the right firms, and craft compelling resumes and cover letters that bypass the slush pile. Strategic Networking: Tactics to sidestep traditional job portals, find the right partners, and write cold emails that actually convert into coffee chats. Behavioral Prep & The Narrative: Frameworks to answer the dreaded "Why VC?" question and translate your unique background into a venture superpower. Technical Prep & Pitching: A breakdown of essential venture math, cap tables, and how to confidently pitch a startup on the spot while defending your investment thesis against pushback. Outcomes: By the end of our time together, you will have a concrete roadmap to build a proprietary network, crush your technical screens, and tackle interviews with the mindset of a seasoned investor. Spaces are limited, so be sure to RSVP and secure your spot. Let's get you on the path to success in venture capital!