Senior Payroll & Compliance Specialist in the USA or Canada

The Senior Payroll & Compliance Specialist plays a critical role in ensuring accurate, compliant, and seamless payroll operations across North America for a multi-jurisdiction, fully remote workforce of 250+ employees, with continued growth both organically and through M&A. As a trusted subject-matter expert and partner to Finance and HR, this role owns end-to-end payroll processing, statutory compliance, payroll accounting support, and employee payroll inquiries—helping ensure employees are paid accurately and on time. 

This is a high-ownership, individual contributor role for a detail-driven professional who thrives in a complex and evolving environment. Reporting to the Financial Controller, the role collaborates closely with the People, Finance, and Operations teams to support a scalable, compliant, and reliable payroll function. 

Location: Virtual, home office on the East Coast of the US or Canada. Must be located in EST or be able to work 9-5pm EST.  

Work Authorization: Citizens or Permanent Resident of USA or Canada. Cannot provide Visa sponsorship. 

Key Responsibilities 

• Own end-to-end U.S. (multi-state) and Canadian (multi-province) payroll operations, delivering accurate, timely, and compliant payroll processing 

• Act as the primary owner of payroll processing, from input through final validation 

• Own state, provincial, and statutory payroll filings, ensuring accurate and timely monthly, quarterly, and annual compliance 

• Prepare and review all payroll-related journal entries, including departmental and cost-center allocations 

• Perform reconciliation of payroll and benefit deductions, including taxes, retirement contributions, and benefit withholdings 

• Manage payroll funding activities, including benefit remittances and retirement program contributions 

• Serve as the escalation point of contact for employee payroll-related questions, providing timely and accurate support 

• Perform post-payroll validation, troubleshooting discrepancies, and recommend process improvements 

• Partner with Finance on general ledger alignment, reconciliations, audits, and payroll tax reporting 

• Support retirement plan administration, including remittances, system updates, and annual audit assistance 

• Maintain payroll documentation and support internal and external audits as needed 

Qualifications & Experience 

• Previous payroll supervisory or lead experience required 

• Demonstrated experience managing multi-state/province U.S. and Canada payroll 

• Strong knowledge of payroll compliance, statutory filings, wage/hour laws, and payroll tax requirements  

• Solid understanding of payroll accounting, reconciliations, and general ledger integration 

• Exceptional attention to detail with the ability to manage sensitive and confidential information 

• Strong problem-solving and communication skills with a service-oriented mindset 

• Comfortable meeting strict payroll deadlines in a fast-paced environment 

• Highly detail-oriented and process-driven 

• Proactive communicator who anticipates issues before they escalate 

• Comfortable operating independently while collaborating cross-functionally 
• Continuous improvement mindset with an eye toward scalability and efficiency 

Working Successfully at CFG   

Cloud for Good is a client-service organization, and as a member of our fully remote team, there are a few non-negotiables that enable collaboration, professionalism, and exceptional client outcomes. We succeed when our teams work in partnership with clients, communicate proactively, and uphold the standards that make Cloud for Good a trusted partner.  

• Travel Requirements  

• All roles at Cloud for Good include a travel component. Business travel—both domestic and international—may be required based on project and client needs. The amount of travel will vary by role but is generally expected to be up to 30% annually. Travel is considered an essential part of this position and supports effective client engagement, collaboration, and company representation.  

• Work Environment  

• Cloud for Good is a fully remote company. Team members are expected to maintain a professional, distraction-free workspace that is camera-ready for video meetings. Collaboration takes place across Zoom, Office 365, Salesforce, and Slack during standard business hours (9:00 a.m. – 5:00 p.m. in your local time zone).  

• Client Time Zone Alignment  

• As a team member, you may be required to adjust your work hours to align with your key client’s time zone to support effective communication, collaboration, and project delivery. Flexibility and coordination with your Project Lead (Services) will help ensure success in this client-facing role.  

Disclaimers

• Equal Opportunity Commitment

  • At Cloud for Good, we are proud to be an Equal Opportunity Employer and adhere to the principles of Equal Employment Opportunity (EEO). We do not discriminate in employment decisions or practices on the basis of race, color, religion, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, national origin, age, disability, genetic information, marital status, veteran status, or any other legally protected characteristic.

  • Our commitment to non-discrimination applies across every location in which our company operates, and it encompasses all aspects of employment.

  • Cloud for Good strongly encourages individuals from diverse backgrounds and identities to apply. Our commitment to diversity not only strengthens our workplace culture but also drives better outcomes for our clients. 

  • We value inclusivity and want applicants who may require special assistance or accommodation during the interview process to know we’re here to assist you.

• Use of AI in Interviewing
  • At Cloud for Good, we believe in conducting interviews that are fair, equitable, and designed to evaluate candidates based on their qualifications and experience, with the organization. To ensure that all candidates are given an equal opportunity to demonstrate their abilities, we prohibit the use of AI or any other type of machine learning tools during the interview process.
  • Candidates are expected to participate in the interview process remotely using video conferencing. Any attempt to use AI or similar technology to respond to interview questions, analyze or provide feedback on the interview process, or perform any other interview-related tasks is strictly prohibited and will be considered a violation of our policy and may result in disqualification from the interview process.
  • We understand that some candidates may have disabilities or other circumstances that require accommodation during the interview process. In such cases, we will make reasonable accommodations to enable candidates to participate in the interview process to the best of their ability. However, we do not permit the use of AI or similar technology as a substitute for direct participation in the interview.