Stephen Oldfield

Administrator & CEO

• Chief executive across fixed-route transit, paratransit, microtransit, and the Human Service Transportation brokerage
• Accountable to the Advisory Board for service reliability, fiscal discipline, and FTA/state regulatory integrity
• Lead the executive team and department heads; set the operating cadence, performance standards, and expectations
• Drive modernization: data-informed management, system reliability, vendor oversight, and scalable technology

Executive Director, Brokerage

• Led the Commonwealth's largest Human Service Transportation brokerage — one of the largest coordinated transportation programs in Massachusetts
• Responsible for operational performance, regulatory compliance, contract oversight, financial controls, and service quality
• Stabilized and professionalized operations through improved governance, data systems, performance metrics, and vendor accountability
• Built cross-functional teams and disciplined operating rhythms; advanced the technology and reporting stack

Chief Operating Officer

• Ran company-wide operations for a national research firm serving Fortune 500 insights teams

Director of Client Services

• Owned client delivery across national accounts; built the project management team from a four-person shop to a fifteen-person department

Project Manager → Account Manager

• Started as an intern; ran high-volume research fieldwork and client accounts

Master of Business Administration, Fitchburg State University

B.A., Fitchburg State University

• NCAA Division III men's ice hockey

Notary Public, Commonwealth of Massachusetts

Community Leadership Institute, North Central Chamber of Commerce