COR HR Advisor, GlobalOperationsHybrid (Toronto, Ontario, CA)

Contractor of Record (COR) HR AdvisorRippling 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 365all within 90 seconds.Based in San Francisco, CA, Rippling has raised $1.4Bfrom the world's top investorsincluding Kleiner Perkins, Founders Fund, Sequoia, Greenoaks, and Bedrockand 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.What is a Contractor of Record (COR)?Contractor of Record (COR) enables companies to engage contractors globally without setting up local entities. Rippling provides the legal, operational, and compliance framework needed to manage contractors while mitigating misclassification risk and ensuring adherence to local labor and tax regulations.About the RoleAs a Contractor of Record (COR) HR Advisor, you'll directly support Rippling's Contractor of Record customers by advising on contractor engagement models, assessing misclassification risk, and guiding compliant work structures across multiple countries. This is a foundational role supporting the continued growth of COR, combining hands-on customer advisory work with opportunities to help refine and scale COR processes and standards.You'll partner closely with Legal, Compliance, Product, Payroll, and Engineering to translate legal research and internal guidance into clear, practical advice for customers and internal teams.This role blends strategic thinking with hands-on execution and offers the opportunity to shape scalable, compliant global contractor operations.You don't need prior experience in every country we supportstrong HR fundamentals, curiosity, and the ability to quickly learn new jurisdictions are key. You'll be supported by internal experts, training, and documentation as you expand your global scope. What matters most is your ability to read, interpret, and apply legal and compliance guidance, proactively seek answers, and translate complex concepts into clear, practical advice.What You Will DoReview contractor job descriptions, scopes of work, and engagement models to identify and mitigate misclassification and compliance riskInterpret country-specific legal research and internal guidance to assess contractor eligibility and working arrangementsAdvise clients on appropriate contractor boundaries, including time-off structures, supervision, and scope changesHandle complex contractor-related cases with legal or regulatory implicationsPartner closely with Legal, Compliance, Product, Payroll, and Engineering to improve COR workflows and controlsAct as a trusted advisor to clients by clearly explaining risk, tradeoffs, and compliant alternatives in an understandable wayDraft and maintain compliance-driven HR policies, SOPs, playbooks, and client-facing guidanceCreate and contribute to internal and external resources (Help Center content, training materials)Support audits, governance initiatives, and ongoing compliance reviewsMentor and support other COR HR Advisors to drive consistency and quality as the program scalesWhat You Will Need5years of experience in HR advisory, HR consulting, compliance, or HR generalist rolesStrong understanding of contractor vs. employee classification and misclassification riskHands-on experience supporting or managing contractor relationshipsProven ability to interpret legal or regulatory guidance and apply it to practical scenariosStrong research skills and a self-starter mindsetyou're comfortable digging through documentation, asking the right questions, and finding answers independentlyConfidence advising clients and stakeholders, including explaining nuanced compliance topics clearly and pragmaticallySolid knowledge of labor and employment laws in at least two countries (multi-country or global exposure is a strong plus)Strong HRIS experience (power-user level preferred)Ability to explain payroll fundamentals (earnings, deductions, taxes) and perform basic calculationsExcellent written and verbal communication skills, with strong attention to detailProfessional working proficiency in English (additional languages are a plus)Additional InformationRippling 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#LI-HybridA variety of factors are considered when determining someone's compensationincluding a candidate's professional background, experience, and location. Final offer amounts may vary from the amounts listed below.