About Rippling

Rippling gives businesses one place to run HR, IT, and Finance. It brings together all of the workforce systems that are normally scattered across a company, like payroll, expenses, benefits, and computers. For the first time ever, you can manage and automate every part of the employee lifecycle in a single system.

Take onboarding, for example. With Rippling, you can hire a new employee anywhere in the world and set up their payroll, corporate card, computer, benefits, and even third-party apps like Slack and Microsoft 365—all within 90 seconds.

Based in San Francisco, CA, Rippling has raised $1.4B+ from the world’s top investors—including Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrock—and was named one of America's best startup employers by Forbes.

We prioritize candidate safety. Please be aware that all official communication will only be sent from @Rippling.com addresses.

About the role

You are the specialist for Canadian Payroll (including Time & Attendance and Time Off integration) and Canadian Benefits for Rippling's customers.

You are the definitive internal and external resource on how Canadian payroll connects with T&A and Time Off, and on Canadian benefits administration, including carrier connections, eligibility rules, and compliance requirements specific to Canada. You will support both Canadian TAMs and US-based TAMs who carry accounts with Canadian payroll.

What you will do

• Payroll Configuration Audits - Review live customers' pay schedules, tax configurations, and T&A/Time Off connections to identify errors, inefficiencies, or compliance gaps and deliver clear remediation recommendations
• Payroll + T&A/Time Off Enablement - Train customer admins on how Canadian payroll integrates with Time & Attendance and Time Off modules, and address common misconfigurations
• Feedback loop to Product - Capture structured feedback on payroll and benefits performance, surfacing recurring themes and Canada-specific insights to Product and Engineering
• Benefits Configuration & Optimisation - Review Canadian benefits setup, carrier connections, and eligibility rules to ensure accuracy and compliance
• Internal TAM/AM Enablement - Serve as an internal knowledge resource, upskilling TAMs and AMs on Canadian payroll and benefits.
• Structured engagement delivery - Provide documented findings and next steps from every engagement and drive engagements initiated reactively by TAMs/AMs or proactively where risk or complexity warrants it
• Training asset development - Build reusable training assets covering Canadian payroll best practices and benefits configuration, plus internal enablement materials for TAMs, AMs, and IMs

What you will need

• 3+ years of SaaS experience in payroll process, consulting, implementation, or support
• Deep working knowledge of Canadian payroll, including provincial tax and compliance requirements
• NPI certification a must.
• Added Plus: Experience with Canadian benefits administration.
• Passion for helping customers and colleagues
• Ruthless prioritization and time management
• Ability to explain complex payroll and benefits scenarios in simple, clear written or verbal communications
• Strong attention to detail and ability to solve complex, interdependent configuration problems
• Interest in actively working with product and engineering teams to feed Canada-specific product gaps into the roadmap

Additional Information

Rippling is an equal opportunity employer. We are committed to building a diverse and inclusive workforce and do not discriminate based on race, religion, color, national origin, ancestry, physical disability, mental disability, medical condition, genetic information, marital status, sex, gender, gender identity, gender expression, age, sexual orientation, veteran or military status, or any other legally protected characteristics, Rippling is committed to providing reasonable accommodations for candidates with disabilities who need assistance during the hiring process. To request a reasonable accommodation, please email accommodations@rippling.com

Rippling highly values having employees working in-office to foster a collaborative work environment and company culture. For office-based employees (employees who live within a defined radius of a Rippling office), Rippling considers working in the office, at least three days a week under current policy, to be an essential function of the employee's role.

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