Role Description As Director of Managed Payroll and Compliance, you'll own our fully managed payroll service and all client compliance across the Rise platform. You'll lead the team that processes and safeguards client payrolls, and you'll set the standard for how Rise interprets and applies payroll and regulatory requirements everywhere they touch a client. You'll partner closely with our Client Experience leadership so that managed payroll, support, and onboarding feel like one seamless service to the customer. This is a builder's seat on the leadership team, reporting to the CEO. You'll shape how a growing service scales, decide where process ends and judgment begins, and make Rise the partner clients turn to when payroll gets complicated. The day-to-day - Lead the fully managed payroll team, owning service quality, accuracy, and timeliness for every client payroll Rise runs on their behalf. - Own client compliance across all Rise offerings, setting the policies and controls that keep clients onside with payroll and regulatory requirements. - Build the processes, controls, and quality checks that let managed payroll scale without losing accuracy as the client base grows. - Partner with Client Experience leadership to connect managed payroll, onboarding, and support into one coherent client journey. - Coach and grow the managed payroll and compliance teams, hiring for the roles the service needs next and developing the people already in them. - Serve as the senior escalation point for complex payroll and compliance questions, guiding clients through the situations that don't have a textbook answer. - Work with Product and Engineering to turn what your team learns on the front line into a stronger platform. Qualifications - 8+ years in payroll, with several years running full-cycle Canadian payroll at scale. - Experience leading and growing a team, with a track record of developing people and lifting service quality. - Deep knowledge of Canadian payroll legislation and compliance across provinces, and confidence interpreting requirements that don't have an obvious answer. - A payroll designation such as PLP, PCP, or equivalent. - Strong operational instincts: you build repeatable processes and quality controls, and you know which steps need a human's judgment. - Clear communicator who can explain a complex compliance position to a client, an executive, or a new team member and be understood by all three. - Comfortable partnering across functions, including Client Experience, Product, and Engineering, to improve the service end-to-end. - A degree in a relevant field, or equivalent experience. - Bonus: Bilingual proficiency in French and English. - Bonus: Experience standing up or scaling a managed or outsourced payroll service. Benefits - The base salary for this position is $80,000-100,000, depending on experience, plus a bonus and stock options. - We offer a remote work environment. On occasion, we may meet as a team or one-on-one in person. - We offer 3 weeks of paid vacation, flexible personal wellness days, as well as one day off for your birthday and your work anniversary. - We support your growth with a personal $1,000 learning and development budget to take courses, attend conferences, webinars, you name it! - We offer no-wait benefits, meaning that starting your first day, you have access to our comprehensive benefits package which includes dental, eye care, and $2,000 in counselling coverage, among many other great health benefits.

• Process bi-weekly payroll for U.S. and Canadian employees using ADP Workforce Now (WFN) • Ensure accurate calculation of wages, overtime, bonuses, commissions, deductions, and taxes • Maintain employee payroll records, including new hires, terminations, promotions, salary changes, and benefit deductions • Process payroll adjustments, retroactive pay, garnishments, and off-cycle payrolls as needed • Reconcile payroll reports and general ledger entries • Ensure compliance with federal, state/provincial, and local payroll tax regulations in the U.S. and Canada • Coordinate tax filings with ADP • Support year-end activities, including W-2s, T4s, and other required tax reporting • Respond promptly to employee payroll inquiries and resolve discrepancies • Partner with HR and Finance to ensure payroll data accuracy • Assist with payroll audits and provide supporting documentation • Maintain confidentiality of employee information and payroll records • Identify opportunities to improve payroll processes and system efficiencies

• Process bi-weekly payroll for U.S. and Canadian employees using ADP Workforce Now (WFN) • Ensure accurate calculation of wages, overtime, bonuses, commissions, deductions, and taxes • Maintain employee payroll records, including new hires, terminations, promotions, salary changes, and benefit deductions • Process payroll adjustments, retroactive pay, garnishments, and off-cycle payrolls as needed • Reconcile payroll reports and general ledger entries • Ensure compliance with federal, state/provincial, and local payroll tax regulations in the U.S. and Canada • Coordinate tax filings with ADP • Support year-end activities, including W-2s, T4s, and other required tax reporting • Respond promptly to employee payroll inquiries and resolve discrepancies • Partner with HR and Finance to ensure payroll data accuracy • Assist with payroll audits and provide supporting documentation • Maintain confidentiality of employee information and payroll records • Identify opportunities to improve payroll processes and system efficiencies

• Own end-to-end payroll: Process multi-state payroll accurately and on schedule. Manage payroll changes, off-cycle runs, and year-end processes including W-2s and ACA reporting. • Administer benefits programs: Manage day-to-day administration of health, dental, vision, 401(k), FSA/HSA, and other employee benefit programs. Serve as the primary point of contact for employee benefits questions. • Lead open enrollment: Plan and execute annual open enrollment, including vendor coordination, employee communications, and system configuration. Evaluate current offerings and bring recommendations to leadership. • Ensure compliance: Stay current on federal and state payroll and benefits regulations. Manage filings, audits, and reporting requirements across all jurisdictions where we have employees. • Partner with Finance and People: Work closely with Finance on payroll reconciliation, headcount reporting, and budgeting. Support People on new hire onboarding, leave management, and offboarding. • Manage vendors and systems: Own relationships with our payroll provider and benefits brokers. Evaluate tools and processes continuously and drive improvements as the company scales. • Support international employees: Coordinate with our Austria-based team and external advisors on international payroll and benefits, ensuring consistency and compliance across geographies.