Senior Benefits Partner

About the role:

The Senior Benefits Partner is a strategic and hands-on role responsible for designing, administering, and optimizing employee benefits and leave of absence programs across the United States, Canada, and Mexico, while also leading global immigration and mobility processes. This role serves as a subject-matter expert to employees, managers, HR Business Partners, and cross-functional stakeholders, ensuring an exceptional employee experience, strong compliance, and scalable programs that support a growing global workforce.

This is a remote position open to candidates residing in the US except the San Francisco Bay Metro Area, NYC Metro Area, and Washington, D.C. Metro Area. Relocation assistance will not be provided for this role.

You should apply if:

• You want to impact the industries that run our world: Your efforts will result in real-world impact – helping to keep the lights on, get food into grocery stores, reduce emissions, and most importantly, ensure workers return home safely.
• You are the architect of your own career: If you put in the work, this role won’t be your last at Samsara. We set up our employees for success and have built a culture that encourages rapid career development, countless opportunities to experiment and master your craft in a hyper growth environment.
• You’re energized by our opportunity: The vision we have to digitize large sectors of the global economy requires your full focus and best efforts to bring forth creative, ambitious ideas for our customers.
• You want to be with the best: At Samsara, we win together, celebrate together and support each other. You will be surrounded by a high-calibre team that will encourage you to do your best.

In this role, you will:

• Manage end-to-end administration of benefit programs, including health, life insurance, disability, pension, and leave of absence across various the United States, Mexico and Canada.
• Serve as primary liaison with benefits brokers, vendors, and carriers to ensure accurate enrollment, billing, and issue resolution.
• Collaborate with benefits brokers to evaluate and implement benefit plan changes that align with market trends, cost efficiency, and employee needs.
• Lead annual open enrollment activities; including communications, testing, and updating our microsite.
• Develop and maintain compliant processes aligned with regional regulations (e.g., ERISA, ACA, HIPAA, provincial requirements in Canada, and Mexican labor law).
• Analyze benefits utilization data and employee feedback to identify opportunities for program improvement.
• Leave of Absence (LOA) & Accommodation Programs
  • Own the full lifecycle of LOA programs across the US, Canada, and Mexico, including medical, parental, personal, statutory, and company-sponsored leave programs.
  • Serve as subject-matter expert on FMLA, ADA/ADAAA, state/provincial leave regulations, and local statutory leave entitlements.
  • Partner closely with payroll, people partners, managers, and external leave administrators to ensure timely communication, compliance, and a seamless employee experience.
  • Ensure accurate leave tracking, documentation, and reporting.
  • Support interactive accommodation processes and return-to-work plans.
• Global Immigration & Mobility
  • Lead global immigration strategy and case management for new hires, transfers, and renewals.
  • Partner with external immigration counsel to ensure timely filings and risk mitigation.
  • Oversee global mobility policies and relocations, including tax implications, assignment structures, and employee support throughout the relocation lifecycle.
  • Provide guidance to talent acquisition, people partners, and business leaders on immigration feasibility, timelines, and candidate planning.
  • Identify opportunities to streamline global mobility processes and enhance visibility for stakeholders.
• Employee Support & Stakeholder Partnership
  • Act as a trusted advisor to employees and managers on benefits, leave, immigration, and mobility questions.
  • Build strong partnerships with Payroll, Legal, People Operations, Talent Acquisition, People Partners, Finance, and external vendors.
  • Create and deliver employee-facing resources and communications that increase understanding and utilization of benefits and mobility programs.
• Compliance, Reporting & Process Improvement
  • Ensure compliance with all local, state, provincial, federal, and country-specific regulations related to benefits, leave, and mobility.
  • Maintain documentation, SOPs, and audit-ready processes.
  • Generate regular reporting on benefits metrics, leave trends, and immigration case status.
  • Proactively evaluate and improve processes, with a focus on scalability, efficiency, and employee experience.
  • Champion, role model, and embed Samsara’s cultural principles (Focus on Customer Success, Build for the Long Term, Adopt a Growth Mindset, Be Inclusive, Win as a Team) as we scale globally and across new offices.

Minimum requirements for the role:

• 6+ years of progressive experience in benefits and Leave of Absence administration
• Bachelor’s degree in Human Resources, Business Administration, or a related field.
• In-depth knowledge of US federal and state regulations (FMLA, ADA, ACA, ERISA), plus working knowledge of Canadian and Mexican frameworks.
• Experience partnering with immigration counsel and managing cases across multiple countries.
• Strong analytical, problem-solving, and organizational skills.
• Excellent communication and interpersonal skills.
• Ability to balance strategic thinking with hands-on execution.
• Experience with tech ops and benefits administration systems.
• Familiarity with Workday.

An ideal candidate also has:

• Experience with global mobility and immigration.