About Us

John Wallace is a Co-Founder of Workbox. Prior to Workbox, John spent 20 years as a real estate and equities investor at Brookfield Asset Management, LaSalle Investment Management and Legg Mason. He has led international teams and investment strategies at the Managing Director and Director level in the U.S., Amsterdam and Hong Kong. John holds an MBA from the University of Chicago, BS from the University of Maryland and is a CFA Charterholder.

Caitlin McAllister is the COO of Workbox. Prior to Workbox, Caitlin was the Executive Director of Catapult Chicago, one of Chicago’s oldest tech incubators. Caitlin has also held executive roles at Starwood and IHG responsible for managing teams of up to 75 employees while developing experiential programming and managing strategic partnerships within the luxury brand segment. Caitlin holds a BA from the University of Portland.

Kyle O’Connor is the CFO of Workbox. Prior to Workbox, Kyle was the Vice President of Finance for Brookfield Asset Management and has held finance roles at Guggenheim Partners and Ernst & Young over the past 15 years. He has advised multinational corporations in the Real Estate, Financial Services, and the Automotive industries on financial structuring and implementation over his professional tenure. Kyle holds a MS in Accountancy from the University of Notre Dame, a BS in Management from Purdue University and is an Illinois Registered Certified Public Accountant.

Tawny Safieddine leads community level management and operations at Workbox. She previously worked at Kids Science Labs and Guaranteed Rate. Tawny holds a BA from Northwestern University.

Kelly Pease is the Director of Business Development at Workbox. Prior to Workbox, Kelly wore multiple hats, leading strategy and development for Catapult Chicago a startup incubator and think tank. Early in her career, Kelly led city-wide community engagement for the Chicago Park District where she managed various programs on the North, West and South sides of Chicago. She also currently serves on the board of directors for a local non-profit. Kelly holds a BS from DePaul University.

Stephanie Dybel is the Director of Member Services. Prior to Workbox, she spent 3 years in Boston where she was immersed in the startup scene working for Workbar a local coworking operator. At Workbar, Stephanie created partnerships and event programming for Workbar members and the Boston business community. Before moving to Boston, she marketed and leased office space at The Wrigley Building. Stephanie graduated from Indiana University with a degree in Journalism.