1PASSWORD

Senior Global Leave of Absence & Wellness Specialist

1PASSWORD$94K — $132K *
US-AnywhereRemote in United States
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3-5 years of experience in Leave of Absence administration, workplace accommodations, and wellness programs
  • Familiarity with US and Canada leave regulations and compliance
  • Experience managing sensitive employee situations with confidentiality
  • Strong organizational skills for managing high caseloads
  • Excellent communication skills for translating complex policies to employees
  • Ability to operate in ambiguity and build effective processes
  • Experience collaborating with cross-functional teams including HR and Legal

Responsibilities

  • Administer end-to-end leave programs globally, ensuring compliance and compassion
  • Serve as the primary contact for employees during leave navigation
  • Coordinate workplace accommodations with HR and Legal support
  • Monitor global regulatory changes and maintain competitive policies
  • Collaborate with Payroll and Benefits for accurate leave processing
  • Identify and address gaps in leave infrastructure through proactive improvements
  • Design and execute global employee wellness programs

Benefits

  • Health and wellbeing benefits including a competitive package
  • Maternity and parental leave top-up programs
  • Generous paid time off policy
  • Retirement matching program
  • Stock options for most employees
  • Paid volunteer days for community engagement
  • Remote-first work environment
Full Job Description


At 1Password, we put people first, and that starts with taking care of our own. As a Leave of Absence & Wellness Specialist on the Total Rewards team, reporting into the Senior Manager, Global Benefits, you9ll play a critical role in supporting employees through some of the most significant moments of their lives, whether that9s navigating a medical leave, welcoming a new family member, or working through a personal challenge that requires a workplace accommodation.

This is a global, individual contributor role, with broad scope and meaningful program ownership. You9ll administer leave programs across all regions where 1Password operates, drive employee wellness initiatives that reflect our commitment to the whole person, and collaborate closely with our HR Business Partners, Legal, Payroll, and People Ops teams. You9ll be joining a team with a strong foundation, with the autonomy and mandate to improve, scale, and evolve what exists.

How we9re using AI today
On the People team, we9re using AI intentionally and responsibly as part of how our work gets done. We9re building a shared foundation of AI confidence and capability with the belief that innovation happens best when we learn and experiment together. From drafting communications and synthesizing feedback to automating workflows across the employee lifecycle, we9re embedding AI into our day-to-day operations and the way we collaborate cross-functionally, helping us move quickly and create space for the human moments that matter most.

This is a remote opportunity within Canada and the US.

What we9re looking for:
  • 3-5 years of experience in Leave of Absence administration, workplace accommodations, and global wellness programs
  • Experience navigating US and Canada leave regulations and compliance requirements, including exposure to federal, state, and provincial entitlements.
  • Experience administering workplace accommodations under Canadian and US frameworks, including the Canadian Human Rights Act, ADA, and provincial human rights legislation, with familiarity in equivalent frameworks across other regions
  • Demonstrated ability to manage sensitive employee situations with empathy, discretion, and sound judgment
  • Strong organizational skills with the ability to manage a high volume of cases simultaneously without losing attention to detail
  • Comfortable operating in ambiguity and building structure where processes are still maturing
  • Clear and compassionate communicator, able to translate complex policy and compliance requirements into plain language for employees and managers
  • Experience partnering cross-functionally with HR Business Partners, Legal, Payroll, and Benefits to ensure seamless employee experiences
  • Experience designing and administering global wellness programs, including vendor management, employee engagement initiatives, and program measurement


Bonus points for:
  • Familiarity with UK leave entitlements, including statutory maternity, paternity, shared parental, and sick leave frameworks
  • Experience supporting or contributing to the transition of LOA administration from a third-party vendor to an in-house model, including familiarity with the processes, documentation, SOPs, and systems involved.
  • Experience working with insurer case management processes, including familiarity with cost containment strategies related to disability programs and their impact at renewal
  • Experience supporting a global, remote-first workforce across the US, Canada, and EMEA
  • Experience with HRIS platforms and leave management systems (e.g., UKG, Sparrow)
  • A background that spans both LOA administration and broader benefits or people operations
  • Bilingual in French and English, with the ability to support French-speaking employees across Canada


What you can expect:

Leave & Accommodation Administration
  • Own end-to-end administration of leave of absence programs globally, including medical, parental, disability, bereavement, and other statutory or company leaves, ensuring consistent, compliant, and compassionate case management
  • Serve as the primary point of contact for employees and managers navigating leaves, providing timely guidance and maintaining confidentiality throughout
  • Manage the workplace accommodations process, partnering with HR Business Partners and Legal to assess requests, facilitate the interactive process, and implement solutions
  • Monitor regulatory changes affecting leave entitlements globally and ensure 1Password9s programs and policies remain compliant and competitive
  • Partner with Payroll, Benefits, and HR Ops to ensure leave pay calculations, benefit continuations, and system updates are handled accurately and on time
  • Identify gaps in existing leave and accommodations infrastructure and proactively build scalable processes, documentation, and tooling to close them

Wellness Administration
  • Design, coordinate, and execute employee wellness programs and initiatives that support physical, mental, and financial wellbeing across a global, remote-first workforce
  • Manage wellness vendor relationships, ensuring programs are effective, utilized, and aligned to employee needs
  • Identify opportunities to evolve wellness offerings as the company scales

Team & Structure
  • This is an individual contributor role & have meaningful ownership and autonomy over your programs
  • Collaborate cross-functionally with Legal, Payroll, Benefits, and HR Ops, serving as a trusted resource for People Business Partners and managers navigating leave events and accommodation requests

Data & Analytics
  • Support the development of a leave, accommodations, and wellness reporting framework, tracking key metrics such as utilization rates, return-to-work trends, and cost drivers
  • Translate leave data into clear, accessible summaries for People leadership that connect program activity to broader workforce trends
  • Own and maintain a regular reporting cadence (monthly, quarterly, annual) for People leadership leveraging established templates and frameworks.
  • Comfortable working with data, including spreadsheets and pivot tables, to track leave trends and report on program activity


USA-based roles only: The annual base salary for this role is between $94,000 USD and $132,000 USD, plus immediate participation in 1Password9s benefits program (health, dental, 401k and many others), utilization of our generous paid time off, an equity grant and, where applicable, participation in our incentive programs.

Canada-based roles only: The annual base salary for this role is between $88,000 CAD and $123,000 CAD, plus immediate participation in 1Password9s generous benefits program (health, dental, RRSP and many others), utilization of our generous paid time off, an equity grant and, where applicable, participation in our incentive programs.

At 1Password, we approach each individual9s compensation with a promise of fair market value and internal equity commensurate with experience and specific skill set.

This posting is for an existing vacancy.

Our culture
At 1Password, we prioritize collaboration, clear and transparent communication, receptiveness to feedback, and alignment with our core values: keep it simple, lead with honesty, and put people first.

You9ll be part of a team that challenges the status quo, and is excited to experiment and iterate in search of the best solution. That said, 1Password is not for everyone. Our work is demanding, we strive for excellence, and the pace is fast. We need people who are keen to take on challenging problems, who seek feedback to grow, and who are driven to make an impact. If you9re looking for a place where you can settle into a comfortable routine, this might not be the right fit for you. We9re looking for individuals who are proven experts in their fields, as well as those who are highly adaptable, can thrive in ambiguity and through change, are curious, and above all deliver results.

How we work with AI
We are committed to leveraging cutting-edge technology-including AI-to achieve our mission. We also understand that thinking critically about AI in its current forms will help us create better solutions for our customers and ourselves with its future forms, which will help us continue to close the gap between security and privacy and achieve our mission. We want team members at all levels to take the approach of actively learning AI best practices, identifying opportunities to apply AI in meaningful ways, and driving innovative solutions in their daily work. Embracing the future of AI isn9t just encouraged-it9s an essential part of how we will be successful at 1Password.

This approach extends to our hiring process-candidates are welcome to use AI tools responsibly and thoughtfully during the application process.

Our approach to remote work
We believe in the power of remote work, but recognize that in-person connection is important to help us achieve our mission. While we are a remote-first company, travel for in-person engagement is a part of almost all roles, and we require our employees to be ready and willing to take part. Frequency will depend on role and responsibilities, and may include, but is not limited to: annual department-wide offsites, team meetings, and customer/industry events.

What we offer
We believe in working hard, and rewarding that hard work through our benefits. While not an exhaustive list, here is a glance at what we currently offer:

Health and wellbeing
Maternity and parental leave top-up programs
Competitive health benefits
Generous PTO policy

Growth and future
RSU program for most employees
Retirement matching program
Free 1Password account

Community
Paid volunteer days
Peer-to-peer recognition through Bonusly
Remote-first work environment
*Some roles in our GTM team are currently being hired for in-person hybrid work in Toronto and Austin. These roles will specify on the posting.

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