Payroll Tax Accountant

OdysseyRe; Stamford (CT); On-site; USD 90,000 - 140,000; Full time

Job summary

Odyssey Reinsurance Company is seeking a Payroll Tax Analyst to oversee payroll tax compliance across multiple jurisdictions. You will ensure accurate filings, support audits, monitor regulatory changes, and collaborate with Payroll, Accounting, and vendors under the Payroll Director’s supervision.

The role requires deep knowledge of multi-state payroll tax laws, experience with ADP Enterprise and ADP Smart Compliance, and strong analytical and communication skills.

Qualifications

• Experience with ADP Enterprise and ADP Smart Compliance
• Deep knowledge of federal, state, and local payroll tax laws
• Proven ability to manage payroll tax across multiple states

Responsibilities

• Ensure compliance with federal, state, and local payroll tax regulations across multi-state operations
• Manage quarterly and annual tax filings (Forms 941, 940, W-2s) and state/local returns
• Serve as subject matter expert for payroll tax matters and regulatory changes
• Utilize ADP Smart Compliance to manage payroll tax operations and filings
• Prepare payroll tax reconciliations and support GL reconciliation
• Maintain payroll records for audits and compliance
• Lead payroll tax audits and respond to agency notices
• Support SOX-style controls and internal compliance testing

Skills

ADP Enterprise

ADP Smart Compliance

Multi-state payroll

Payroll tax

Education

Bachelor’s degree in accounting

Finance

Business Administration

Job description

Odyssey Reinsurance Company (OdysseyRe) is the global reinsurance arm of Odyssey Group, one of the world’s leading providers of reinsurance and specialty insurance. OdysseyRe offers a broad range of property, casualty, and specialty reinsurance products, providing capital and risk management solutions for clients to efficiently manage economic risk through a network of branch and representative offices across North America, Latin America, EMEA (Europe, Middle East & Africa), AsiaPacific and London.

OdysseyRe is an equal opportunity employer with excellent benefits and a strong commitment to providing training and opportunities for our staff. We provide employees an innovative, enriching environment and take great pride in their career growth.

OdysseyRe is rated A+ (Superior) by AM Best and AA- (Very Strong) by Standard and Poor’s. Odyssey Group is a subsidiary of Fairfax Financial Holdings Limited, which is traded on the Toronto Stock Exchange under the symbol FFH.

Position Summary

The Payroll Tax Analyst is responsible for the oversight and execution of payroll tax compliance and reporting activities across multiple jurisdictions. This role ensures accurate filings, supports audits, monitors regulatory changes, and partners cross-functionally with Payroll, Accounting, and external vendors to maintain compliance and operational integrity. This position works closely under the direction and supervision of the Payroll Director in order to carry out all necessary financial management and fiscal control policies and activities for payroll administration.

Essential Duties

• Ensure compliance with federal, state, and local payroll tax regulations across multi-state operations
• Manage and review quarterly and annual tax filings, including Forms 941, 940, W-2s, and applicable state/local returns
• Serve as the subject matter expert for payroll tax matters and provide guidance on regulatory changes and payroll impacts
• Utilize ADP Smart Compliance to manage payroll tax operations and filings
• Prepare and review payroll tax reconciliations, including quarterly and annual filings
• Partner with Accounting to support payroll tax accruals and general ledger reconciliation
• Maintain accurate payroll records and documentation to support audits and compliance
• Manage payroll tax audits, agency notices, and correspondence with federal, state, and local tax authorities
• Lead resolution of tax discrepancies and inquiries from agencies
• Support internal controls, documentation, and compliance testing requirements (including SOX-style controls)
• Monitor changes in payroll tax laws and assess impact to payroll operations

Qualifications & Experience

• Experience in ADP Enterprise, ADP Smart Compliance and Reporting Required
• Demonstrate high attention to detail with the ability to multi-task
• Must be a self-starter and able to accomplish expected tasks under minimal supervision
• Experience managing multi-state payroll operations
• Strong knowledge of federal, state, and local payroll tax laws and regulations.

Experience & Education Requirements

• Bachelor’s degree in accounting, Finance, Business Administration
• Minimum 10 years of payroll experience, including payroll tax management and compliance
• High Proficiency in Microsoft Office applications and payroll systems.
• Experience with multi-state payroll required (25+ states)
• Strong analytical, problem-solving, and organizational skills.
• Excellent communication and stakeholder management abilities.
• Strong sense of urgency in meeting customer needs
• Very strong personal communication skills

We are an E-Verify employer - all hired positions require successfully passing an E-Verify Check.

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