Fellows Directory

Clay Whitehead

Pomegranate Ventures

Clay Whitehead is an entrepreneur turned investor, dedicated to supporting fellow founders as the Managing Partner at Pomegranate Ventures. He currently serves as CEO of Papaya (NASDAQ:PPYA) and previously served as CEO of Plum (NASDAQ:PLMI). Clay also founded PresenceLearning, the largest telehealth marketplace for kids and teens with special needs and mental health issues. The company has scaled to over 1,000 people and remains true to its mission of unlocking the potential of all children. Clay is especially focused on the power of coaching to accelerate company growth, working with the CEOs of companies like Databricks and Auth0 through 10XCEO and YPO. He began his investing career at Venrock. Investments include Counsyl, Uber, Gitlab, Notion, and Digital Ocean. 

Education, Personal, and Fellowship

Clay received his A.B. from the the Woodrow Wilson School of Public and International Affairs at Princeton University, where he was a Shultz scholar. He also holds an MBA. from the Stanford University Graduate School of Business. He is a member of YPO and a Kauffman Fellow.