Multi-Company Payroll Specialist

Discovered Search•Boston, MA

About The Position

An established and growing Massachusetts public CPA firm is seeking a detail-oriented, client-focused Payroll Specialist to support a high-volume, deadline-driven client base. The position requires strong technical payroll expertise, exceptional responsiveness, and the ability to manage multiple client relationships while maintaining accuracy under pressure, particularly during peak payroll and year-end periods from November through January. The Payroll Specialist will ensure payroll accuracy and compliance while providing a seamless client experience. The role offers long-term opportunities for increased responsibility, specialization, and leadership as the firm expands its payroll and advisory services. For candidates interested in expanding their professional scope, the firm is open to sponsoring Property & Casualty Insurance licensing, including workers' compensation authority.

Requirements

  • 3–5 years of payroll processing experience in a multi-client or high-volume environment.
  • Strong knowledge of full-service payroll operations and tax compliance.
  • Working knowledge of Massachusetts payroll tax requirements and MassTaxConnect.
  • High level of accuracy and attention to detail.
  • Strong organizational skills and ability to manage competing priorities.
  • Excellent client service orientation and professional communication skills.
  • Ability to operate effectively in a deadline-driven environment.
  • Accountability and ownership of deliverables.
  • Strong follow-up discipline and proactive communication.
  • Ability to manage fluctuating workload demands.
  • Sound judgment in addressing client and compliance matters.

Nice To Haves

  • Experience with ADP RUN.
  • Interest in expanding professional scope through Property & Casualty Insurance licensing, including workers' compensation authority.

Responsibilities

  • Process full-service payroll for multiple clients across various industries.
  • Review payroll entries for accuracy, compliance, and completeness before submission.
  • Ensure timely processing of payroll, tax filings, and related compliance obligations.
  • Navigate and manage filings through MassTaxConnect and other state portals.
  • Coordinate and respond to payroll tax notices and agency inquiries.
  • Manage high-volume client communications by phone and email professionally and efficiently.
  • Monitor deadlines and proactively follow up with clients to obtain required information.
  • Assist with year-end payroll reporting, including W-2 preparation and reconciliations.
  • Maintain accurate payroll records in accordance with regulatory standards.
  • Collaborate with internal tax and accounting teams to ensure data integrity and seamless workflow.

Benefits

  • Base salary plus annual performance bonus available.
  • Healthcare reimbursement.
  • 401(k).
  • Potential employer sponsorship for Property & Casualty Insurance licensing, including workers' compensation authority.
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