In December 2012, TJX acquired Sierra Trading Post for an undisclosed sum, widely reported to be in the hundreds of millions. Coccari remained at the helm, and under his leadership, Sierra (rebranded as in 2018) expanded from a single warehouse in Cheyenne, Wyoming, to a multi-channel powerhouse with dozens of brick-and-mortar stores across the U.S.
Before entering the EdTech sector, Coccari held several senior executive positions at diverse service-based companies:
Gregg Coccari’s professional identity was forged long before he entered a corporate office. A native of New England, Coccari played NCAA Division I hockey for the from 1980 to 1984. As a goaltender for the Catamounts, he learned the value of resilience, quick decision-making under pressure, and the importance of being the last line of defense—skills that would later translate directly into corporate crisis management. gregg coccari
Served as President and CEO from 1992 to 2004, overseeing the world’s leading floral wire service.
The company experienced significant growth, particularly during the global shift to remote learning. In December 2012, TJX acquired Sierra Trading Post
Coccari is recognized as a "turnaround" specialist and growth-oriented leader with over 30 years of experience in the technology and consumer services sectors.
Prior to joining Udemy, he served as the head of this premium pet food company, helping to manage its expansion under investor guidance. The Udemy Era (2019–2023) A native of New England, Coccari played NCAA
Starting as a General Manager, he climbed the ranks to become Executive Vice President of Merchandising and Logistics. During his tenure (1997–2008), he was instrumental in optimizing the company’s supply chain and merchandising strategy, helping transform Fleet Farm from a regional farm-supply chain into a more competitive, modern retail force. This period honed his expertise in hard goods, workwear, and outdoor gear—a foundation that would define his future.
He holds a B.S. in Psychology from Colgate University and an MBA from the Wharton School of the University of Pennsylvania.
He stepped down as CEO in 2020 but remained Chairman of Sierra through the transition, overseeing the brand’s continued integration into the TJX family.