Randall is a Managing Director at KittyHawk Ventures as well as Co-Managing Partner of Mays Family Enterprises. He sits on the boards of Live Nation Entertainment, Digital Defense, Spinal Stabilization Technologies, BuildGroup Technology Fund, Live Undiscovered Music (LÜM), Mind Science Foundation and the Mays Family Foundation.

The Mays Family Enterprises (MFE) is a family office fund that partners with trusted and experienced management teams to invest in profitable companies with strong opportunities to grow their core businesses and pursue new market opportunities. Prior to joining KittyHawk, Randall drove his early stage investing activities through Running M Capital, a private investment firm he managed. As CEO of Running M, Randall focused on supporting innovative and passionate entrepreneurs who were bringing new technologies and groundbreaking ideas to the market. Under Randall’s oversight, Running M Capital has made investments in everything from healthcare technology to SaaS innovations, health food products to real estate.

After graduating from Harvard Business School in 1991, Randall began his career at Goldman Sachs & Co. working with the mergers and acquisitions team before joining Clear Channel Communications. Randall spent almost 20 years at Clear Channel Communications (now iHeartCommunications), a Fortune 500 mass media corporation, holding various leadership roles including Vice Chairman and President.

During his tenure, Clear Channel Communications (NYSE:CCU) was the best performing stock on the NYSE for the decade of the 90’s. Randall helped manage over 40,000 employees, operations in 84 countries, global strategy, corporate development and capital markets. In his time, Randall supported Clear Channel Communications’ growth from a handful of radio stations to an enterprise with over 1,200 radio stations, one of the largest outdoor advertising businesses in the world and the largest concert company. Annual revenue grew during that period from under $100M to over $10B in 2008, when the company was sold.

While at Clear Channel, Randall led the strategic initiative to further consolidate the Live Entertainment business through its wholly owned subsidiary Clear Channel Entertainment. Randall oversaw its spinout into the publicly traded company now known as Live Nation Entertainment (NYSE:LVY). During this period Randall was the CEO of Clear Channel Entertainment and served as the Chairman of Live Nation from its inception until its merger with TicketMaster. Live Nation has become the world’s leading live entertainment company, the leader in concerts producing 20,000+ shows annually, as well as the leader in ticketing through its subsidiary Ticketmaster.

He has recently joined the Bridge Builders Collaborative, an investment group focused on technology to redefine mindfulness and social wellness.

Randall is a devoted father to his four children who are most often by his side as he explores his passion for travel, talking to strangers, mentoring, fly fishing, pickleball, cooking and hiking.