Assurant

Payroll Manager

Assurant$100K — $120K *
US-AnywhereRemote in Canada
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years of progressive payroll experience with multistate exposure in the U.S.
  • Strong knowledge of Canadian and Puerto Rican payroll processes.
  • In-depth understanding of payroll laws and compliance in North America.
  • Experience leading or managing multi-country payroll teams.
  • Proficiency in payroll systems including Workday, ADP, and Deel.
  • Exceptional analytical and problem-solving skills for reporting and data interpretation.
  • High level of computer literacy, particularly in Excel and Word.

Responsibilities

  • Oversee end-to-end payroll processes, ensuring accuracy and compliance.
  • Lead and develop a high-performing payroll team, fostering a culture of accountability.
  • Deliver payroll reports and KPIs, utilizing analytics to drive improvements.
  • Collaborate with senior leadership on payroll strategy and operations.
  • Manage relationships with payroll vendors to optimize service delivery.
  • Drive automation and digital enhancements in payroll processes.
  • Provide expert guidance on payroll-related compliance and regulatory issues.

Benefits

  • Comprehensive health and wellness programs.
  • Opportunity for professional development and training.
  • Flexible working arrangements to promote work-life balance.
  • Employee assistance programs for personal and professional support.
  • Access to modern payroll technologies and tools.
Full Job Description

Overview of Position

The Payroll Manager oversees strategic and operational leadership of payroll services across the United States, Puerto Rico, and Canada. The role ensures accurate, compliant, and timely payroll delivery, drives vendor and technology optimization, leads a high performing team, and partners with senior stakeholders to support transformation and continuous improvement initiatives.

What will my duties and responsibilities be in this job?

Operational Excellence & Compliance 60%

  • Oversee and manage end to end payroll activities including audits, reconciliations, yearend processes, garnishments, benefits, equity, and special payments.

  • Ensure compliance with IRS, CRA, Puerto Rico Hacienda, and applicable state/provincial/local laws, as well as internal audit and SOX standards.

  • Lead the design, documentation, and testing of payroll controls and risk mitigation measures.

  • Maintain jurisdictional tax setup, updates, and adherence to legislative changes.

  • Maintain confidentiality and always safeguard sensitive payroll and employee data.

Team Leadership & Capability Development

  • Lead and develop payroll specialists, and analysts; build a culture of accuracy, accountability, and strong employee experience.

  • Provide coaching and in-depth technical expertise for all North American payroll jurisdictions.

  • Support workforce planning, hiring, and capability building aligned with future digital payroll needs.

  • Reporting, Insights & KPIs

  • Deliver and maintain payroll dashboards and KPIs (accuracy, timeliness, SLA performance, tax error rate, processing costs).

  • Use analytics to identify trends, reduce defects, and drive operational improvements.

  • Provide reporting for Finance, Total Rewards, and Accounting (accruals, costing, headcount).

  • Communicate insights, risks, and opportunities to leadership.

Strategic Leadership & Regional Oversight

  • Lead multi‑country payroll operations ensuring accuracy, timeliness, and regulatory compliance across all jurisdictions.

  • Develop and execute regional payroll strategies aligned with global policies and operating models.

  • Partner with senior HR, Finance, and Technology leaders to drive standardization and operational excellence.

  • Serve as the primary escalation point for complex payroll, taxation, and compliance issues.

Digital, Data & AI Capability 20%

  • Demonstrates strong functional expertise in enterprise payroll systems with the ability to understand end‑to‑end data flows, diagnose issues, and support system enhancements and integrations.

  • Leverages payroll data, dashboards, and AI‑enabled insights to perform reconciliations, analyze trends, identify risks, and support informed decision‑making.

  • Identifies and owns automation opportunities to reduce manual effort, improve accuracy, and strengthen controls, partnering effectively with IT and vendors.

  • Applies AI responsibly within payroll operations, using approved tools to enhance productivity while exercising judgment, validating outputs, and maintaining human oversight.

  • Ensures automation and AI‑supported processes comply with regulatory, data privacy, audit, and SOX requirements through strong governance and cross‑functional partnership.

Vendor, System & Technology Management 10%

  • Manage relationships with external payroll vendors (ADP, Deel etc.).  and drive SLA performance and optimization.

  • Partner with HRIS/Workday teams to enhance integrations, improve data quality, and support configuration updates.

  • Influence payroll technology roadmaps, including automation, RPA, workflow tools, data insights, and digital transformation initiatives.

  • Lead issue resolution, root‑cause analysis, and implementation of long‑term corrective actions.

Cross‑Functional Partnerships 10%

  • Collaborate with HR, Legal, Accounting, Total Rewards, and Time & Attendance teams on policy design and pay practices.

  • Support M&A due diligence, onboarding, and payroll integrations.

  • Partner with global payroll leaders on shared services design, governance, and process harmonization.

Responsibility for the work of others

  • 2 Payroll Analysts and 1 Payroll and Benefit Administrator

Project management responsibilities

  • Has responsibility for leading project as it relates to payroll.

What are the requirements needed for this position?

  • Minimum of 7 years of progressive payroll progressive payroll experience with significant U.S. multistate exposure.

  • Strong experience with Canadian payroll and Puerto Rico payroll.

  • Deep knowledge of payroll laws and compliance across North America.

  • Experience managing multi country payroll teams or leading a payroll function.

  • Proficiency with Workday and major payroll systems (ADP, Deel etc.).

  • Strong analytical, problem solving, and reporting skills.

  • Ability to operate successfully in a fast paced, complex global environment

  • Experience in a shared services or Center of Excellence environment.

  • Above average computer literacy, e.g., EXCEL, WORD, and various vendor applications.

  • Strong organizational abilities with excellent verbal and written communication skills to communicate effectively with various levels of management and staff personnel.

What other skills/experience would be helpful to have?

  • Bachelors, CPP, FPC, PCP, or CPM certifications.

  • Experience with large scale payroll transformations, vendor consolidation, or digitalization initiatives.

  • Knowledge of RPA, workflow automation, or process mining.

  • Lean/Six Sigma certification preferred.

Pay Range:

$0.00 - $0.00

Any posted pay range considers a wide range of compensation factors, including candidate background, experience and work location, while also allowing for salary growth within the position.

If there is no posting end date listed then this is a pipeline requisition, and we will continue to collect applications on an ongoing basis.

About Assurant

The Warranty Group is the world’s premier provider of extended service plans and related benefits, with operations in 33 countries and 1800 employees. We have $5 billion in assets with almost $2 billion in revenues (2010). Our wholly-owned subsidiary, Virginia Surety Company, Inc., is rated "A-" Excellent by AM Best Company, as is our UK based company, London General Insurance. By providing underwriting, claims administration and marketing expertise, The Warranty Group is a global single-source solution for manufacturers, distributors and retailers of consumer goods including autos, homes, consumer electronics, medical devices, furniture and appliances as well as financial institutions. We partner with our clients to drive revenue through customer acquisition and retention, while providing financial modeling and regulatory services. The Warranty Group is a unit of Onex Corporation (TSX:OCX), one of Canada's largest publicly-held companies with assets of $40 billion, revenues of $35 billion, and 212,000 employees worldwide(2011).

Assurant Careers

Joining Assurant means becoming part of a team that is committed to supporting your career growth and innovation in the insurance sector. As a global provider of risk management solutions, Assurant is where professional aspirations meet opportunities for real impact.

Work You’ll Do

At Assurant, you’ll be part of a culture that cherishes diversity and is grounded in our commitment to helping you thrive. We offer a variety of job opportunities that allow you to bring your whole self to work every day. From entry-level positions to leadership roles, Assurant is keen on hiring top talent to drive our mission forward.

Explore Our Job Opportunities

Whether you're looking for a full-time position or an internship, Assurant provides a platform to enhance your skills and push the boundaries of what's possible. With a focus on innovation and leadership, our team is constantly looking for ways to foster growth and improve our services.

Professional Growth and Development

Assurant is dedicated to your professional development. We provide comprehensive benefits and diversity training that ensure you have the tools needed for success. Our leadership programs are designed to cultivate your skills and help you ascend in your career through a variety of learning and networking opportunities.

Join Our Team

Assurant is not just a company; it's a community. We are committed to building a team that reflects our values of respect and inclusivity. Our hiring process is straightforward and respectful, designed to assess your skills and ensure a good fit for both parties. Prepare your resume, ace the interview, and join a team that’s ready to support you from day one.

Innovation at Assurant

At the heart of Assurant’s operations is a drive for innovation. Our employees are encouraged to think big and work together to solve challenges. This collaborative environment is ideal for those who are solution-driven and eager to make an impact in the industry.

Stay Connected

Discover more about the exciting career opportunities at Assurant by visiting our Jobs and Careers page. Stay up to date with the latest company news, and don’t miss out on the chance to become part of a leading global provider in risk management solutions.

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Learn more about Assurant
Size
15,600 employees
Market Cap
$6.4 billion
Industry
Net Income
$441.8 million
Founded
1892
5 Year Trend
+6.2%
Revenue
$10 billion
NASDAQ

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