Senior Global Leave of Absence & Wellness Specialist

1Password is growing. We’ve surpassed $400M in ARR and we’re continuing to accelerate, earning a spot on the Forbes Cloud 100 for four years in a row and teaming up with iconic partners like Oracle Red Bull Racing. About 1Password At 1Password, we’re building the foundation for a safe, productive digital future. Our mission is to unleash employee productivity without compromising security by ensuring every identity is authentic, every application sign-in is secure, and every device is trusted. We innovated the market-leading enterprise password manager and pioneered Unified Access Management, a new cybersecurity category built for the way people and AI agents work today. As one of the most loved brands in cybersecurity, we take a human-centric approach in everything from product strategy to user experience. Over 180,000 businesses, from Fortune 100 leaders to the world’s most innovative AI companies, trust 1Password to help their teams securely adopt the SaaS and AI tools they need to do their best work. If you're excited about the opportunity to contribute to the digital safety of millions, to work alongside a team of curious, driven individuals, and to solve hard problems in a fast-paced, dynamic environment, then we want to hear from you. Come join us and help shape a safer, simpler digital future. 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, you'll play a critical role in supporting employees through some of the most significant moments of their lives, whether that's 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. You'll 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. You'll be joining a team with a strong foundation, with the autonomy and mandate to improve, scale, and evolve what exists. How we’re using AI today On the People team, we’re using AI intentionally and responsibly as part of how our work gets done. We’re 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, we’re 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 we're 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