Benefits and Payroll Specialist

Daley And Associates, LLC; Boston (MA); On-site; USD 130,000 - 160,000; Full time

Job summary

Daley And Associates, LLC in Boston, MA is seeking a Benefits & Payroll Specialist to oversee benefits administration and biweekly payroll for approximately 160 employees. This on-site role requires a candidate with 5+ years of progressive benefits and payroll experience and hands-on ADP Workforce Now expertise.

You will work closely with firm leadership and cross-functional teams (Finance, HR, Recruiting) to optimize programs and transition payroll from external to in-house.

Qualifications

• Bachelor's degree required.
• 7+ years of progressive benefits and payroll experience.
• Strong knowledge of regulatory compliance (ERISA, ACA, COBRA, FMLA, PFMLA).
• Hands-on experience with ADP Workforce Now (WFN).
• Experience working with law firms or professional services preferred.

Responsibilities

• Oversee administration of comprehensive employee benefits programs (medical, dental, vision, 401(k), pension, HSA, disability, life, wellness).
• Lead annual Open Enrollment including communications, plan presentations, and enrollment activities.
• Serve as primary contact for benefits inquiries and guidance on plan options and enrollment.
• Manage relationships with brokers, carriers, retirement plan admins, and third-party vendors.
• Assess existing benefits programs and recommend enhancements and cost-containment strategies.
• Oversee biweekly payroll for ~160 employees, currently with external provider.
• Review payroll data, deductions, adjustments, and reconciliations for accuracy and compliance.
• Maintain employee compensation, benefits, and payroll records in ADP WFN.
• Lead transition of payroll processing from external provider to in-house function within ADP WFN.
• Ensure compliance with federal and Massachusetts employment, payroll, benefits, and retirement regulations (ERISA, ACA, COBRA, FMLA, PFMLA).
• Collaborate with Finance, HR, and Recruiting on onboarding, offboarding, and leave administration.

Skills

Benefits administration

Payroll administration

Regulatory compliance

Open Enrollment

Vendor management

ADP Workforce Now

Education

Bachelor's degree in HR, Business, or related field

Tools

ADP Workforce Now (WFN)

Job description

Benefits & Payroll Specialist

We are seeking candidates for a Benefits & Payroll Specialist to join a highly successful law firm based in Boston, MA. The Benefits & Payroll Specialist will oversee benefits administration and payroll operations. The ideal candidate will have at least 5+ years of progressive benefits and payroll experience, strong knowledge of regulatory compliance, and hands‑on experience with ADP Workforce Now (WFN). This highly visible role will work closely with firm leadership and cross‑functional teams, including Finance, HR, and Recruiting, to oversee employee benefits and biweekly payroll, identify opportunities to enhance existing benefit programs, and lead the eventual transition of payroll processing from an external provider to an in‑house function.

We are seeking candidates for a Benefits & Payroll Specialist to join a highly successful law firm based in Boston, MA. The Benefits & Payroll Specialist will oversee benefits administration and payroll operations. The ideal candidate will have at least 5+ years of progressive benefits and payroll experience, strong knowledge of regulatory compliance, and hands‑on experience with ADP Workforce Now (WFN). This highly visible role will work closely with firm leadership and cross‑functional teams, including Finance, HR, and Recruiting, to oversee employee benefits and biweekly payroll, identify opportunities to enhance existing benefit programs, and lead the eventual transition of payroll processing from an external provider to an in‑house function.

This is a permanent position that will pay a base salary of $130,000 - $160,000 (depending on experience). This position is required to be on‑site 5 days per week in their Boston office.

Responsibilities

• Oversee the administration of the firm's comprehensive employee benefits programs, including medical, dental, vision, 401(k), pension, HSA, disability, life insurance, and wellness offerings.
• Lead the annual Open Enrollment process, including employee communications, plan presentations, enrollment activities, and coordination with benefits brokers and insurance carriers.
• Serve as the primary point of contact for employee benefits inquiries, providing guidance on plan options, coverage, eligibility, and enrollment.
• Manage relationships with benefits brokers, insurance carriers, retirement plan administrators, and third‑party vendors to ensure effective service delivery.
• Assess existing benefits programs and recommend enhancements, cost‑containment strategies, and new initiatives to firm leadership.
• Oversee biweekly payroll for approximately 160 employees, currently administered through an external payroll provider.
• Review payroll data, employee deductions, adjustments, and reconciliations to ensure accuracy, compliance, and timely processing.
• Maintain accurate employee compensation, benefits, and payroll records within ADP Workforce Now (WFN).
• Lead the eventual transition of payroll processing from an external provider to an in‑house function, developing internal procedures, controls, and workflows within ADP WFN.
• Ensure compliance with applicable federal and Massachusetts employment, payroll, benefits, and retirement regulations, including ERISA, ACA, COBRA, FMLA, and Massachusetts PFMLA.
• Partner with Finance, HR, and Recruiting on employee onboarding and offboarding, leave administration, and ongoing employee support.

Qualifications

• Bachelor's degree in Human Resources, Accounting, Business Administration, or a related field required.
• 7+ years of progressive experience in benefits administration, including oversight of comprehensive employee benefits programs.
• Strong payroll administration experience, including payroll processing, reconciliations, employee deductions, and regulatory compliance.
• Hands‑on experience with ADP Workforce Now (WFN), including its payroll, HR, and benefits administration functions.
• Experienced in managing annual Open Enrollment, 401(k) Safe Harbor plans, retirement benefits, and third‑party vendor relationships.
• Well versed in federal and Massachusetts employment, payroll, and benefits regulations, including ERISA, ACA, COBRA, FMLA, and PFMLA.
• Prior experience within a law firm, professional services organization, or similarly sophisticated corporate environment preferred.
• Experience coordinating payroll with an external provider and/or overseeing in‑house payroll operations.
• CPP or CEBS certification strongly preferred.