Leland+ for Startup Careers

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!

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.