Rob Zimmerman is in his third year as Head of School at his alma mater, Cincinnati Country Day School. He was born in Dallas, lived in Atlanta as a young child, and grew up in Cincinnati since the 3rd grade (residing in Indian Hill, literally across the street from CCDS, where his parents still live and host Sunday family dinners). He is a proud 1998 graduate of Country Day, attended Vanderbilt University for his undergraduate degree (BA, English), and continued his studies at the University of Cincinnati College of Law (JD).

Rob practiced as a commercial litigator at Dinsmore & Shohl LLP for 16 years, handling a wide range of business disputes, including breach of contract, corporate governance, securities, intellectual property, and real estate matters. He served on the board of trustees at CCDS for a number of years and stepped in as Interim Head of School in 2021. Following a national search process, he was appointed as Head of School. To quote Rob, "I feel outrageously lucky to be able to do what I do every day."