
CEO Secrets by Jason Tan & DianaHR: Growing From 10 to 100 people 🌿
You've built the product, hired a team, and now... you've crossed the 10-employee mark. That's no small feat—and it comes with a whole new set of challenges around managing people, staying compliant, and scaling operations.
Join us for a panel of YC founders followed by a happy hour hosted by DianaHR 🌿, the trusted HR Ops partner for growing teams. Our founder-led panel will dive into what it takes to lead a scaling team and multiply output, without multiplying chaos.
What to Expect
🌿 Drinks and light bites
🌿 Engaging panel on ops, HR, and leadership at scale
🌿 Meet fellow leaders who just "leveled up"
Event Schedule & Panelist Details
5:00–5:30 PM — Arrival & Networking
Grab a drink, settle in, and connect with fellow attendees.
5:30–6:15 PM — Panel Discussion
Hear from an experienced panel of founders and operators working at the intersection of HR, tech, and scaling startups.
6:15–7:15 PM — Post Panel Networking
Grab a drink and connect with fellow attendees.
Panelists:
Jason Tan — Founder & Ex-CEO of Sift, advisor, and builder focused on trust & safety and responsible AI. LinkedIn
Dilan Dane — Founder & CEO of System2 and Co-host of Almost Got It podcast. LinkedIn
Upeka Bee — Founder & CEO of DianaHR, former Head of Eng for Gusto's HR platform. LinkedIn
Who This Is For
Founders, CEOs, Chiefs of Staff, COOs, and Finance Leads at companies that have recently passed the 10-employee mark. Whether you're leading a team of 11 or 50, this event is designed for those transitioning from builder to leader—and ready to take their management game to the next level.