The Middlesex Corporation is a nationally recognized and award-winning leader in the heavy civil construction industry. Since 1972, the family business founded by Robert W. Pereira has developed an extensive client and project list through its consistent efforts to safely build America’s infrastructure. The Middlesex Corporation specializes in building and reconstructing highways, bridges, marine, rail, and transit facilities through its collaborative team approach and focus on core values. In addition, Middlesex Asphalt in Central Florida is one of the largest and most productive asphalt plants in the United States with Middlesex Paving earning an equally solid regional presence and reputation.

Read the overview of this opportunity to understand what skills, including and relevant soft skills and software package proficiencies, are required.

Position Summary

The Payroll Director oversees all aspects of payroll operations across multiple states to ensure accurate, timely, and compliant processing of weekly and biweekly payrolls. This leadership role is responsible for payroll compliance, general ledger reconciliation, financial reporting, and payroll-related audits. The Director of Payroll partners closely with Finance, HR, and Benefits teams to align payroll processes with organizational goals, regulatory requirements, and best practices. This position also leads process improvements, manages system integrations, and provides strategic oversight for payroll-related compliance and benefit programs.

Responsibilities

Oversee and process weekly and biweekly multi-state payrolls , ensuring accuracy in wages, taxes, deductions, per diem, auto allowances, and direct deposits. Manage and file multi-state payroll tax returns , deposits, and reconciliations, ensuring compliance with all federal, state, and local regulations. Verify timekeeping data, wage computations, and payroll records; research and resolve discrepancies. Maintain accurate employee payroll data, including new hires, rate changes, and terminations. Oversee prevailing wage compliance management with the DOL and other related state agencies and reporting . Manage garnishments, employment verifications, and year-end processing (W-2s, 1099s). Conduct Payroll GL reconciliations , ensuring proper journal entries and variance analysis in coordination with Finance. Prepare and distribute weekly, monthly, quarterly, and annual payroll and labor reports. Support Finance and Construction Operations with labor billing, equipment cost allocation, and expense reporting. Collaborate with HR and Finance on benefits deductions, financial reporting, and audit support. Lead Workers’ Compensation (WC) audits , providing accurate payroll data and supporting documentation. Manage 401(k) administration , including compliance, employee withholdings and deposits and reconciliations, and Form 5500 reporting . Oversee payroll system administration and ensure data integrity within ERP systems (preferably but not required with Vista by Viewpoint / Trimble Construction ). Lead system updates, enhancements, and process automation efforts. Leverage Power BI and Power Query tools for data analysis, reporting, and business intelligence. Support EDI file feeds and vendor payment processing related to insurance and benefits billing. Drive continuous improvement initiatives to streamline payroll and reporting processes. Serve as a key liaison between Payroll, HR, and Finance, ensuring transparency and data and goal alignment. Provide guidance and mentorship to payroll staff and ensure cross-training for redundancy and consistency. Act as a primary contact for payroll-related inquiries, ensuring prompt and professional resolution. Serve as backup and strategic partner to the Benefits Manager during reporting cycles and absences.

Qualifications

Bachelor’s degree in Accounting, Finance, Business Administration, or related field preferred. Minimum 7–10 years of progressive payroll experience, including multi-state payroll management and team leadership. Strong working knowledge of federal, state, and local payroll regulations and compliance requirements. Experience with Vista by Viewpoint (Trimble Construction) or comparable ERP/payroll systems preferred. Proficiency in Microsoft Excel (pivot tables, queries, V-lookups) and Power BI / Power Query reporting tools or similar. Demonstrated finance background with expertise in payroll accounting and GL reconciliation. Strong analytical, problem-solving, and organizational skills with meticulous attention to detail. Proven ability to manage sensitive compensation data with discretion and confidentiality. Conversational Spanish skills are a plus but not a requirement. This position is 100% on-site in the Littleton, MA office, Monday through Friday. Consistent remote or hybrid work is not available, but flexibility is provided.

We offer our full-time and eligible part-time team members a comprehensive benefits package that’s among the best in our industry. Benefits include medical, dental, and vision plans covering eligible team members and dependents, employee assistance programs, life insurance, disability, top-tier 401 (k) with matching, tuition reimbursement, industry-leading referral program, and generous paid time off.

Middlesex provides equal employment opportunities to all team members and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, national or ethnic origin, sex, sexual orientation, gender identity or expression, age, disability, protected veteran status, or other characteristics protected by law.