About Workbox

John Wallace is the 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, B.S. from the University of Maryland, and is a CFA Charterholder.

Kyle O’Connor is the EVP, Chief Financial Officer 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 an MS from the University of Notre Dame, B.S. from Purdue University, and is a Registered CPA.

Kristen Benson is the EVP, General Counsel of Workbox. Prior to Workbox, Kristen served as the EVP, General Counsel & Corporate Secretary of Care Capital Properties, a publicly traded healthcare REIT, and held various senior legal positions at its predecessor, Ventas, an S&P 500 company. For over 25 years, she has advised multinational clients in the areas of corporate governance, securities, mergers & acquisitions, and corporate finance, including as an associate at Sidley Austin.  Kristen holds a J.D. from the University of Virginia and a BBA from the University of Notre Dame.

Timothy Doman is the EVP, Chief Operating Officer and Chief Investment Officer of Workbox. Prior to Workbox, Tim served as the EVP, Chief Operating Officer of Care Capital Properties, a publicly traded healthcare REIT, and held various senior management positions, including Chief Portfolio Officer, at its predecessor, Ventas, an S&P 500 company. He has spent over 25 years working in portfolio management for healthcare and commercial real estate firms, including GE Capital Real Estate and Kemper Corporation. He also recently served as an advisory board member to three privately held healthcare companies. Tim received his Bachelor of Business Administration in real estate and finance from the University of Wisconsin – Madison and a Master of Business Administration in finance from Indiana University.

Tawny Safieddine is the Vice President, Chief of Staff at Workbox. In her role, she partners closely with executive leadership to drive strategic initiatives, align cross-functional teams, and improve organizational effectiveness. She plays a key role in integrating systems, processes, and team structures to streamline operations and enhance the overall customer experience. Previously at Workbox, Tawny led operational system procurement, implementation strategy, and internal training programs for community operations staff. Prior to joining Workbox, she held roles at Kids Science Labs and Guaranteed Rate. Tawny holds a B.A. from Northwestern University.

Austin Taylor is the Vice President of Marketing & Communications at Workbox. Austin previously served as the Director of Marketing at the company. Having held roles in marketing and advertising on both the client and agency side, Austin has managed digital and traditional advertising campaigns for multiple Fortune 500 corporations. Prior to Workbox, he spent 5 years with the Global Advertising team at United Airlines. Before United, he worked at Digitas, a global marketing and technology agency, developing digital advertising and marketing initiatives for Miller Lite of the Molson Coors Beverage Company. Austin holds a Bachelor’s degree from Northwestern University.

Tyler Smith is the Vice President of National Sales at Workbox. Prior to Workbox, Tyler was the Regional Sales Manager for Expansive, leading their northern region with strategies, trainings, and mentoring. He is very passionate about the success of others given his previous experience in hospitality with companies such as Starwood, Marriott, and Hilton. Tyler holds a B.S. from Roosevelt University.

Jason York is the Director of Information Technology at Workbox. Prior to Workbox, he served as the Senior Technical Leader at JLL on the Amazon account. Jason has over a decade of experience leading enterprise IT operations, service management, infrastructure, and cybersecurity programs across complex, multi-site environments. Jason has led high-performing teams responsible for cloud-first management, identity and access platforms, vendor governance, and enterprise security initiatives. He specializes in building scalable technology organizations, modernizing IT service delivery, and aligning technology strategy with business growth objectives. Jason holds a degree in Information Technology and maintains professional certifications including ITIL and CISSP.

Rebecca Stout is the Director of People of Workbox. In this role, she leads all facets of the employee lifecycle, partnering closely with executive leadership and all departments across the organization. Rebecca also plays a key role in ensuring that HR policy, culture, performance management, and people operations align with the organization’s strategic goals. Prior to joining Workbox, Rebecca served as Manager of Early Career Talent and Development of Intrinsic LLC, a transaction advisory and valuation services firm. Rebecca started her career as the Human Resources Manager for W. G. Nielsen & Company, an investment banking firm. Rebecca holds a Bachelor’s degree in Business Administration from the University of Colorado Denver.