• Serve as a subject matter expert for payroll system configuration, calculations, and overall functionality for Canadian and US payrolls. • Support compliance with all applicable federal, provincial/state, and local payroll tax laws and regulations for Canada and the US. • Monitor legislative changes and coordinates updates to system configurations and processes to ensure ongoing compliance. • Maintain a strong understanding of the end-to-end payroll processes for the Canadian and US payrolls, including data input, calculations, deductions, and reporting. • Proving payroll processing support Canadian and US payrolls during absences or high-volume periods. • Gather information, investigate and resolve payroll system issues in collaboration with the HRIS team and payroll operations. • Validate payroll data integrity and accuracy with regards to the incoming and outgoing data integrations • Plan, execute, and document testing for all payroll system updates, patches, and integrations to ensure accuracy minimize risk. • Collaborate with the payroll team to identify system inefficiencies, and recommend improvements to enhance payroll operations and compliance • Participate in the implementation of new system modules, enhancements and process changes. • Develop and maintain documentation of payroll system configurations, processes, and compliance procedures. • Assist in training and supporting payroll team members on system functionalities and compliance-related updates.

Role Description As a Senior Implementations Specialist at Rain, you can operate in a fast-paced, dynamic environment. You nerd out about SaaS integrations and are naturally curious. You believe that data-led decision making is the norm. You see feedback or failure as motivation to learn and grow. And you relate to our core mission of helping people find financial freedom. - Support external clients and internal teams in the implementation of Rain for both new and existing customers. - Properly scope out customer needs and requests during implementations to make sure our solution solves their existing problems. - Proactively project manage the implementation process end-to-end to achieve customers' target timelines and goals, communicating to all stakeholders any changes or updates as needed. - Configure and implement customers in accordance with best practices to drive adoption and maximize revenue potential. - Partner with Sales and Customer Success teams to drive a timely and well organized implementation process, escalating issues to various stakeholders as necessary. - Collaborate closely with Product and Engineering to improve and troubleshoot customer issues as well as provide feedback on product enhancements & needs. - Support in the development and documentation of processes and best practices. - Proactively look for opportunities of improvement in existing processes to help support Rain’s overall growth. Qualifications - 2+ years of relevant implementation or onboarding experience. - 1+ year in a customer facing role managing stakeholders and timelines. - Strong project management and prioritization skills. - Demonstrated ability to manage multiple projects at once without compromising. - Experience working with JIRA, Hubspot, Salesforce, and similar systems of customer record. - Experience with HCM and HR Tech preferred. - General curiosity and desire to learn. Benefits - Flexible PTO. - Medical, Dental, Vision, Life, Disability coverage. - Parental leave. - Monthly stipend. - Equity options. Company Description Rain is the world's first AI Financial Health Platform, serving 3.5 million employees at leading organizations like McDonald's, Marriott, and T-Mobile. Rain works in the background to optimize every employee's financial life to prevent shortfalls and build long-term stability. Backed by top investors including QED and Prosus, Rain has raised $150M in venture funding to fuel our next stage of hyper growth.

Role Description The Payroll Specialist will be detail-oriented and experienced in supporting payroll processing across all U.S. states and Canadian provinces, with responsibility for validating and ensuring the accuracy of payroll data and outputs prepared by others. The ideal candidate will be well-versed in both U.S. and Canadian federal, state, and provincial labor and tax regulations, ensuring timely, compliant, and precise payroll for a multi-jurisdictional workforce. This role requires strong analytical, compliance, and customer service skills, along with a keen eye for audit, review, and continuous accuracy. Essential Duties & Responsibilities: - Payroll Processing & Compliance: - Prepare and process multi-state U.S. and multi-province Canadian payrolls (salaried and hourly) on a bi-weekly, semi-monthly, or monthly basis, including validating payroll data and outputs to ensure accuracy and completeness. - Ensure compliance with federal, state, provincial, and local laws regarding wages, deductions, taxes, and reporting requirements (e.g., IRS, CRA, SSA, state/provincial labor boards), validating adherence across all payroll activities. - Calculate, review, and validate retroactive payments, bonuses, garnishments, commissions, and other special pay types. - Coordinate, review, and validate payroll inputs from HR, Time & Attendance systems, and benefits for accuracy and alignment prior to processing. - Investigate, validate, and resolve errors in payroll and accounting systems, identifying root causes and implementing corrective actions. - Ensure overall accuracy and timeliness of payroll through thorough review and validation of all payroll outputs. - Reporting & Analysis: - Reconcile and validate payroll reports and GL accounts; support month-end and year-end close. - Create, analyze, and validate payroll reports for finance, HR, and auditors to ensure data integrity. - Prepare and audit year-end tax forms (e.g., W-2, W-2C, 1099, T4, T4A, RL-1), ensuring accuracy and compliance prior to distribution. - Ensure all employee terminations and remittances are processed, reviewed, and validated accurately and on time—including ROE, RRSP, and WSIB. - Assist in payroll audits by validating supporting documentation and ensuring audit readiness. - Act as a liaison with auditors and various government agencies, providing validated and accurate payroll data as required. - System Management & Process Improvement: - Maintain and validate accurate payroll records in payroll/HRIS platforms (e.g., ADP, Success Factors). - Participate in system upgrades, testing, and implementations, including validation of system outputs and payroll results. - Identify and implement process improvements to enhance payroll accuracy, efficiency, and validation controls. - Update Payroll SOPs and procedures to reflect best practices in validation, compliance, and process consistency. - Employee Support & Communication: - Respond to payroll inquiries from employees in the U.S. and Canada in a timely, professional manner. - Educate employees and managers on payroll-related topics (e.g., paystubs, tax forms, direct deposit). Qualifications - Proficient in Microsoft Suite, i.e. Excel, Word and PowerPoint. - Excellent attention to detail, time management skills, and confidentiality. - Proven ability to audit, validate, and reconcile payroll data with a high degree of accuracy. - Analytical mindset with the ability to identify discrepancies, trends, and process gaps. - Experience managing multi-jurisdictional payroll in a high-volume environment. - Strong understanding of payroll accounting and general ledger reconciliation. - Ability to maintain strict confidentiality while handling sensitive employee and compensation data. - Detail-oriented with a strong focus on data integrity and process accuracy. - Ability to prioritize and manage multiple payroll cycles and deadlines simultaneously. Requirements - 5+ years of end-to-end payroll experience in both U.S. and Canadian jurisdictions. - Post Secondary Education in Business or related discipline. - In-depth knowledge of U.S. federal and state labor/payroll laws (FLSA, IRS regulations, etc.). - Strong understanding of Canadian payroll legislation (Employment Standards, CRA, Service Canada, provincial regulations). - Experience with payroll systems (e.g., ADP Workforce Now – Cross Border, ADP eTime, ADP Workforce Manager, Success Factors). Preferred Qualifications - Experience supporting a distributed workforce or multi-entity organization. - Bilingual (English/French) is a strong asset, especially for Quebec payroll.

• Plan, shape and deliver technology solutions that align with client goals • Manage projects and teams, ensuring that deliverables meet quality standards • Mentor junior staff, sharing expertise and providing feedback • Collaborate with colleagues to solve client challenges • Maintain long-standing relationships with clients while contributing to their strategic growth