About The Position

The Senior HR Manager will own hands-on HR operations for a fast-growing company with employees across the US and Canada and offices in several cities. The role runs core employee programs—including benefits, payroll, compliance, onboarding, and leave—and keeps them accurate as the company adds employees, states, and provinces. The Senior HR Manager partners with the People/HR leader on priorities and policy, serves as a resource for employee and manager questions, and improves HR processes, systems, and automation while administering them. The position also supports workplace safety, engagement initiatives, performance review cycles, HR vendor relationships, and, currently, multi-office operations and company events. The scope of office operations and events may shift to another team as the company grows.

Requirements

  • Roughly 4–7 years of HR generalist or HR operations experience, ideally owning programs end to end.
  • Hands-on experience administering US and Canada benefits and supporting payroll across multiple states.
  • Experience with Rippling or a similar HRIS, such as Workday, BambooHR, Gusto, or ADP, and comfort with reports and workflows.
  • Working knowledge of US employment compliance, including FMLA, ACA, COBRA, I-9, wage-and-hour, and state leave laws.
  • Sound judgment and discretion when handling confidential employee information.
  • Organization, self-direction, ability to track multiple deadlines and follow through independently, and clear communication.

Nice To Haves

  • Canadian payroll and benefits experience, including CRA remittances, provincial requirements, and group benefits/RRSP.
  • Experience coordinating employment-based immigration, such as H-1B or TN, with outside counsel.
  • PHR, SHRM-CP, or a similar HR certification.
  • Experience at a high-growth startup or a multi-location company.
  • Comfort using automation and AI tools to streamline HR work.

Responsibilities

  • Administer US and Canadian benefits, including open enrollment, new-hire and life-event enrollments, carrier invoice audits and payments, and COBRA, FSA, disability, and retirement-plan administration.
  • Support payroll and payroll tax across multiple US and Canadian pay schedules by reviewing and approving payroll runs, loading commissions and one-off earnings, maintaining tax registrations and remittances, and managing year-end W-2s and T4s.
  • Own HR compliance, including tracking federal, state, local, and provincial requirements, quarterly state filings, ACA reporting, notices, posters, workers’ compensation, and US and Canada handbooks.
  • Run onboarding from offer through day 30, including HRIS setup, background checks, I-9s and work-authorization reviews, orientation, employee files, and 30/60-day check-ins.
  • Support employees and managers with employee relations questions, performance conversations, leaves of absence, accommodations, and return-to-work.
  • Manage offboarding, including final pay, required notices, benefits continuation, access removal, and exit documentation.
  • Administer the Rippling HRIS, including workflows, organizational changes, reporting, and integrations; identify automation opportunities and maintain HR documentation.
  • Coordinate immigration and work authorization with outside counsel, and track expirations and policy changes.
  • Run workplace safety programs, including emergency and injury-prevention plans, annual safety training, and severe-weather response.
  • Drive engagement programs, including twice-yearly eNPS surveys, recognition programs, and support for performance review cycles.
  • Manage HR vendors and renewals, including the HRIS, benefits broker and carriers, and leave and benefits administrators.
  • Support multi-office operations, including supplies, pantry, mail, and building vendors, as well as company events and offsites; some or all of this scope may move to Operations as the team grows.

Benefits

  • Competitive salary and stock options.
  • Comprehensive health, vision, and dental benefits.
  • Flexible PTO.
  • Monthly stipend.
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