Director of Payroll Boston, MA (Hybrid) $170,000-$190,000

+ Bonus

+ Relocation Assistance Highlights of the

Director of Payroll Opportunity:

Join a large, nationally recognized transportation organization operating complex payroll processes across a highly unionized workforce of more than 10,000 employees. Lead a critical function during a period of significant organizational growth, with planned expansions expected to add thousands of employees over the coming years. Partner closely with executive leadership, including a recently hired CFO who is committed to investing in the payroll team and infrastructure. Take ownership of payroll operations, time & attendance, compliance, controls, reporting, and process improvement initiatives. Play a key role in enhancing and optimizing the organization's UKG environment and supporting ongoing payroll transformation efforts. Step into a highly visible leadership role with the opportunity to make an immediate and lasting impact. Relocation assistance available, including moving expenses, temporary housing, travel assistance, and additional support for out-of-state candidates. Competitive compensation package including bonus potential and strong benefits.

Director of Payroll Key Responsibilities:

Lead payroll operations for a workforce of 10,000+ employees across multiple states. Ensure accurate and timely payroll processing while maintaining compliance with federal, state, and local regulations. Oversee payroll staff, providing leadership, coaching, and professional development. Manage complex union payroll requirements across multiple collective bargaining agreements. Serve as the subject matter expert for UKG payroll and workforce management systems. Drive payroll process improvements, automation initiatives, and internal control enhancements. Partner with HR, Finance, and Operations leadership on payroll-related projects and strategic initiatives. Oversee payroll tax compliance, audits, reporting, and year-end processes. Qualifications 10+ years of progressive payroll leadership experience in a large, complex organization. Experience overseeing payroll for 10,000+ employees. Strong multi-state payroll expertise. Significant union payroll experience with multiple CBAs. Hands-on experience with UKG required; Kronos/Dimensions experience strongly preferred. Demonstrated success leading payroll teams through change, growth, and process improvement initiatives. CPP designation and/or Bachelor's degree preferred. Strong leadership, communication, and project management skills. #LI-MV1 #INOCT2026