Leland+ Content Library

Breaking Into Startups Without a Typical 'Startup Background' [6/4/2026] (Recording)

Are you eager to break into the startup world but worried about not having a typical 'startup background'? Join me for an insightful session where we'll explore strategies to make your mark in the startup industry, regardless of your previous experience. After starting off my career in Consulting and VC, I experienced the highs and lows of applying to startups without startup experience first hand. Navigating the the startup recruiting landscape into a Chief of Staff role at a Series B taught me valuable lessons and built skills I'm excited to share. Spaces are limited, so be sure to RSVP and secure your spot. I look forward to helping you embark on your startup career journey!

The Consultant's Playbook for Landing a Chief of Staff Role [8/4/2026] (Recording)

Most consultants have the skills to be a great Chief of Staff — they just don't know how to make the case. Structured thinking, stakeholder management, executive presence: it's all there. But the translation from consulting to CoS isn't automatic, and most people don't know where to start. After three years at Deloitte, a stint in Venture, and an MBA at Kellogg, I made the jump into startups and landed as Chief of Staff at Arch, a Series B company. I learned firsthand what the role actually demands — and where consulting training helps versus where it gets in the way. In this session, we'll break down what the CoS role really is, how to position your consulting background, and how to navigate a job search where most roles never get posted. Spaces are limited, RSVP to secure your spot.

Cracking Round 3 MBA: How I Got Admitted in the Final Round

Round 3 MBA admissions can feel unpredictable and highly competitive, but strong candidates still win seats with the right positioning and strategy. In this session, we’ll break down how to approach the final round strategically, address timing concerns head-on, and craft a compelling narrative that demonstrates urgency, fit, and readiness. You’ll gain practical insight into how admissions committees evaluate Round 3 applicants and how to maximize your chances even late in the cycle.

Generalist Roles at Startups: What They Are and How Hiring Works

Generalist roles play a critical role at startups, spanning strategy, operations, product, and growth. This session breaks down what these roles actually look like, how hiring works at different startup stages, and how candidates can position themselves to stand out. You’ll learn what founders value most and how to translate your background into impact.