Demo

Payroll Tax Compliance Specialist

ConnectPay Payroll Services
Milford, CT Full Time
POSTED ON 5/17/2026
AVAILABLE BEFORE 11/11/2026
  • At this time, this is a hybrid position, and we are only looking for candidates who are local to the Mansfield, MA area and are willing to work in a hybrid environment. Also, we are unable to sponsor Visa candidates. **

ConnectPay is a rapidly growing, forward-thinking company dedicated to transforming payroll for small businesses across the United States. We deliver innovative cloud-based technology through direct solutions and trusted partnerships, empowering business owners to streamline operations, reduce complexity, and focus on growth.

At ConnectPay, our team members are our greatest asset. We foster a supportive, collaborative environment that values innovative thinking and professional growth. Our team is empowered with the resources, tools and autonomy they need to drive success for our clients and themselves. Every role contributes to building a streamlined, reliable payroll experience for our clients, all while upholding our core values of integrity, excellence and client-centered service in everything we do.

The Payroll Tax Compliance Specialist will collaborate with the Software Development and Senior

Management teams to ensure payroll tax compliance at the federal, state, and local levels. The individual will stay current with federal and state tax regulatory requirements and legislative guidance.

Requirements

  • Ensure the accuracy of the master payroll system.
  • Perform master system updates, such as unemployment wage bases, state withholding tax tables, local tax rates, exempt plan code limit updates, minimum wage updates
  • Consistently monitor federal and state tax regulatory and legislative guidance
  • Work closely with development to update compliance changes, and move updates to main production system
  • Participate in testing of various payroll changes, such as withholding tables
  • Review, analyze, and interpret complex tax regulations
  • Collaborate with Development department
  • Attend IRS monthly calls
  • Contact IRS or state agencies when compliance information is not available online
  • Document any compliance changes
  • Maintain / update compliance section of Tax Notebook
  • Monitor state and local tax agencies for payment or return specification changes
  • Assist development with form mapping
  • Responsible for relaying upcoming compliance changes to senior management, development, operations department, and payroll tax department staff
  • Attend APA/BNA training sessions and conferences to stay up to date of recent and upcoming -compliance changes, new taxes, and agencies (i.e., PFML)
  • Enter issues requiring development intervention in tracker
  • Assist in answering questions that come in through CRM from operations
  • Prepare weekly compliance change tracking spreadsheet ahead of weekly compliance meeting
  • Contact agencies when payment or return files are unable to be submitted successfully, and development is unable to resolve
  • Responsible for full compliance research when adding a new tax agency

Qualifications

  • 2 years’ experience in payroll tax compliance at the federal, state, and local levels
  • Proven ability to proactively research new payroll tax regulations
  • Ability to review, analyze, and interpret complex tax regulations
  • Cross functional team player who can communicate with technical and non-technical teams
  • Well organized with high level of accuracy and attention to detail
  • Proficient in excel
  • Proactive and creative in proposing improvements to processes and procedure

CP Payroll believes in fair and equitable pay. A reasonable estimate of this role's hiring range is $66,000 - 79,000. The actual salary will depend on a variety of factors, including but not limited to a candidate’s education, training, experience, location, and internal equity. In addition to base salary, all CP Payroll team members receive equity and participate in an annual bonus plan ($2,500 target), based on company and individual performance.

At CP Payroll, we are proud to offer a comprehensive team member benefits package, including 401(k) with company contributions, group medical, dental, and vision coverage, life insurance, short and long-term disability insurance, and flexible spending accounts.

CP Payroll is an equal opportunity employer. We are committed to a work environment free from discrimination and harassment. All employment decisions are made without regard to race, color, religion, gender, sexual orientation, gender identity or expression, national origin, age, disability, marital status, veteran status, or any other protected characteristic under applicable law.

Salary : $66,000 - $79,000

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