Managing Director
(314) 293-5663

Louis York Capital
Bodley Group
National Football League

M.B.A., Washington University
B.A., Stanford University

Olin Alumni Board

Drew Caylor is a Managing Director at WILsquare Capital. 

Drew has spent his career investing in and operating businesses in the lower-middle market. His background includes the leadership of buyout transactions, service on portfolio company boards and various operating assignments.  

Prior to joining WILsquare, Drew was a Partner at Louis York Capital, a multi-family office making direct investments in industrial manufacturing and distribution businesses. There, Drew focused on deal execution and served as director of a manufacturing platform company.  

Before joining Louis York Capital, Drew was an operating partner at Bodley Group, a Saint Louis-based family office, where he was inserted as President of Mirage Products, a wholesale distributor to the convenience store and truck stop industry. In 2014, Drew led the successful sale of the company to a strategic acquirer.  

Drew received his MBA from Washington University in Saint Louis and a BA from Stanford University. Upon graduating from Stanford, Drew was drafted by the Pittsburgh Steelers and also played for the New York Jets and Baltimore Ravens.  

In the community, Drew serves on the Olin Alumni Board at Washington University in Saint Louis. Drew is married and has two children.