
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.