Director of Payroll

Creative Financial Staffing, LLC; Boston (MA); Hybrid; USD 171,000 - 209,000; Full time

Job summary

Creative Financial Staffing, LLC in Boston, MA seeks a Director of Payroll to lead a 10,000+ employee payroll operation across multiple states. The role focuses on accurate processing, compliance, and strategic payroll transformation.

The position is hybrid (2 days onsite) and requires extensive UKG experience, union payroll administration, and strong leadership to mentor the payroll team during a period of growth and system optimization.

Responsibilities

• Lead payroll operations for 10,000+ employees across multiple states
• Ensure accurate and timely payroll processing with compliance at federal, state, and local levels
• Oversee union payroll activity and administration across multiple collective bargaining agreements
• Mentor and develop the payroll team to improve structure, accountability, and workflow
• Identify and implement improvements across payroll systems, controls, reporting, and processes
• Collaborate with Finance, HR, and leadership on workforce growth and payroll strategy

Job description

Title: Director of Payroll

Salary: Up to $190,000 + 10% bonus

Location: Boston, MA (Hybrid, 2 days onsite)

Why This Opportunity Stands Out:

• Step into a key leadership position with direct exposure to senior finance and executive leadership
• Join a well-established organization entering a major period of growth and operational expansion
• Take ownership of a large-scale payroll function and help shape its future structure, processes, and controls
• Play a central role in payroll transformation, systems optimization, and reporting improvements
• Oversee a highly complex payroll environment supporting more than 10,000 employees across multiple states
• Opportunity to modernize the function while building a stronger, more scalable payroll operation

Director of Payroll Key Responsibilities:

• Lead all 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 requirements
• Oversee complex union payroll activity and administration across multiple collective bargaining agreements
• Manage, mentor, and develop the payroll team while improving structure, accountability, and workflow
• Identify and implement improvements across payroll systems, controls, reporting, and overall processes
• Collaborate closely with Finance, HR, and leadership on workforce growth, organizational initiatives, and payroll strategy

Director of Payroll Qualifications:

• Proven payroll leadership experience at the Director level within a large-scale organization
• Background managing payroll operations for 10,000+ employees
• Extensive multi-state payroll experience with strong exposure to union environments and collective bargaining agreements
• Strong hands-on experience with UKG required; Kronos and Dimensions highly preferred
• Track record of improving payroll operations, developing teams, and supporting organizations through periods of change or growth
• Experience in transportation, healthcare, manufacturing, utilities, logistics, or another complex unionized environment strongly preferred

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