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Senior Global Leave Of Absence & Wellness Specialist

1password

Remoto Remote (United States | Canada)
Uncategorized

Job Score

90 pts
Remote model (+90)

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 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 1Password's 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 1Password's 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 1Password’s 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 individual's 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.

You’ll 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 you're looking for a place where you can settle into a comfortable routine, this might not be the right fit for you. We’re 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 isn't just encouraged—it's 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.

You belong here.

1Password is proud to be an equal opportunity employer. We are committed to fostering an inclusive, diverse and equitable workplace that is built on trust, support and respect. We welcome all individuals and do not discriminate on the basis of gender identity and expression, race, ethnicity, disability, sexual orientation, colour, religion, creed, gender, national origin, age, marital status, pregnancy, sex, citizenship, education, languages spoken or veteran status. Be yourself, find your people and share the things you love.

Accommodation is available upon request at any point during our recruitment process. If you require an accommodation, please speak to your talent acquisition partner or email us at nextbit@agilebits.com and we’ll work to meet your needs.

Remote work is a part of our DNA. Given that our company was founded remotely in 2005, we can safely say we're experts at building remote culture. That said, remote work at 1Password does mean working from your home country. If you've got questions or concerns about this, your talent partner would be happy to address them with you.

Successful applicants will be required to complete a background check that may consist of prior employment verification, reference checks, education confirmation, criminal background, publicly available social media, credit history, or other information, as permitted by local law.

1Password uses artificial intelligence (AI) and machine learning (ML) technologies, including natural language processing and predictive analytics, to assist in the initial screening of employment applications and improve our recruitment process. See here for the latest third party bias audit information. If you prefer not to have your application assessed using AI/ML features, you may opt out by completing this form. For additional information see our Candidate Privacy Notice.

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Automation Engineers in technology companies are highly valued, especially those who can create automated deployment pipelines, self-healing infrastructure, and internal developer platforms (IDP). The field offers opportunities from junior automation engineer to automation architect and head of automation.

About Branding

Branding is the area responsible for building, managing, and strengthening a brand's identity and market value. Branding professionals create strategies that define how the brand is perceived by the public, from the logo to the complete customer experience.

Key skills include brand strategy, visual identity, brand guidelines, positioning, naming, brand voice, market research, brand equity, and brand management. Knowledge of graphic design (Figma, Illustrator, Photoshop), storytelling, and brand experience is a differentiator.

Branding professionals in technology companies are highly valued, especially those who master employer branding, digital branding, and can build strong, memorable brands in competitive markets. The field offers opportunities from brand designer to head of brand, with a focus on identity, differentiation, and perceived value.

About Product Management

Product Management is one of the most strategically relevant areas in technology organizations. The Product Manager is responsible for defining product vision, prioritizing features, and coordinating multidisciplinary teams to deliver value to users.

Essential skills include strategic thinking, data analysis, communication, leadership, and technical knowledge. Tools like Jira, Confluence, Miro, and analytics platforms are fundamental in daily work.

Salaries for PMs range from entry-level to senior positions at major tech companies, with growing opportunities for international remote work.

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Expert Tip

The 2026 AI Boom: The Most Valuable Tech Careers and How to Land Six-Figure Remote Jobs

We are halfway through 2026, and one thing is crystal clear: the "experimental" phase of Artificial Intelligence is officially over. While 2023 and 2024 were characterized by awe over chatbots drafting emails and generating images, 2026 has solidified AI as the core infrastructure of global enterprises. The transition from standalone "AI tools" to Autonomous Agents and Multi-Agent Systems has radically transformed the job market.

For Tech, Design, and Digital Marketing professionals across the United States, 2026 represents the greatest window of opportunity of the decade to secure top-tier, 100% remote roles with highly lucrative six-figure compensations.

In this article, we will break down the current AI job landscape, backed by recent data, and list the top careers that startups and Fortune 500 companies are desperately trying to fill.

The Current Landscape: 2026 Data and Projections

The market isn't just hiring standard developers anymore; it's hiring intelligence orchestrators. According to recent Future of Work reports:

  • Exponential Growth: The World Economic Forum (WEF) 2026 update highlights that roles focused on AI, Machine Learning, and Big Data have grown by 45% compared to 2024, cementing them as the fastest-growing fields nationwide.
  • Corporate Adoption: Data published by Gartner earlier this year reveals that over 80% of Fortune 500 companies are now running Generative AI applications in production environments. This has created a massive demand for AI maintenance, ethics, and governance.
  • The Remote Premium: An internal analysis from Mondywork's database (which tracks integrations with major ATS platforms like Greenhouse and Ashby) shows that 73% of US-based AI roles are Remote-First. The average salary for senior specialists in these roles currently exceeds the $140,000 to $180,000 annual range, plus equity.

The 5 Hottest AI Opportunities in 2026

If you want to tailor your resume and LinkedIn profile to be easily captured by modern recruiting algorithms, these are the positions with the highest talent deficit in the US market right now:

1. MLOps and LLMOps Engineers (Operations Engineering)

Large Language Models (LLMs) are like Formula 1 engines: they need a full pit crew to avoid crashing on the track. The industry has realized that putting AI into production is vastly different from running a local model.

  • What they do: Manage infrastructure, oversee the model lifecycle, handle fine-tuning with proprietary company data, and ensure the AI does not suffer from large-scale hallucinations.
  • Hot Search Terms: MLOps, LLMOps, Platform Engineering, Data Ops, Kubernetes for AI.

2. Prompt Engineer & AI Interaction Designer

The profession many thought would be a passing fad has heavily evolved. The 2026 Prompt Engineer is not just someone who "talks well to machines"; they are complex logical system designers.

  • What they do: Sitting at the intersection of Software Engineering and UX Design, these professionals design system prompts for Autonomous Agents, build RAG (Retrieval-Augmented Generation) flows, and structure how AI safely interacts with end-users.
  • Hot Search Terms: Prompt Engineering, NLP, AI Behavior Design, UX Writer for AI.

3. Analytics Engineer / Structured Data Specialist

AI is completely useless without clean data. The classic Data Scientist role has yielded massive ground to the Analytics Engineer, the professional who bridges the gap between raw data engineering and business analysis.

  • What they do: Prepare, model, and transform chaotic data lakes into crystal-clear sources so enterprise AI models can consume data and generate real-time insights.
  • Hot Search Terms: Analytics Engineer, dbt, Snowflake, Computer Vision, BigQuery.

4. AI Product Manager (AI PM)

Companies are tired of building AI features "just because." Now, they need these features to drive serious revenue (ROI). The AI-focused Product Manager is the conductor of this orchestra.

  • What they do: Understand the technical limitations of modern LLMs, translate user pain points into viable AI solutions, and manage the product roadmap while ensuring the technology complies with strict privacy laws (like CCPA and GDPR).
  • Hot Search Terms: AI Product Manager, CPO, Product Ops, AI Governance.

5. AI Growth Marketer / High-Performance Media Buyer

In the digital marketing realm, 2026 is the year of autonomous campaign orchestration. Marketers still relying on 100% manual campaign creation are rapidly losing ground to those who can direct predictive AI.

  • What they do: Leverage Machine Learning and advanced AI tools for autonomous Conversion Rate Optimization (CRO), automated A/B testing, mass content generation, and predictive consumer behavior analysis.
  • Hot Search Terms: Growth Marketing, Media Buyer, Programmatic, AI Copywriting, Martech.

How to Prepare and Get Found (Beating the ATS Filters)

US companies utilize incredibly rigorous Applicant Tracking Systems (ATS) like Workday, Greenhouse, and Lever. They configure recruiting bots to filter resumes using fine-mesh keyword grids.

If you want to land these highly competitive roles, the golden rule is to mirror the exact industry jargon:

  • Don't just write "Data Analyst"; use "Data Ops" or "Analytics Engineer".
  • Don't just list "Cloud Support"; highlight "FinOps", "Cloud Architect", or "Platform Engineer".
  • Replace the outdated "Digital Marketer" with "Growth Ops" or "Performance Manager".

Mondywork Does the Heavy Lifting for You

The US market is fiercely competing for top-tier talent. Startups and tech giants are looking for highly skilled professionals ready to collaborate across different time zones in fully remote environments. That is exactly why Mondywork exists. Our proprietary algorithm scans the largest global Job Boards to find verified, high-paying, and 100% remote Tech, Design, and Marketing opportunities.

Don't miss the chance to ride the biggest technological revolution of our generation.

👉 Subscribe now to Mondywork's Job Alerts


Macroeconomic Reference Sources:

  • World Economic Forum - The Future of Jobs Report 2026 Update.
  • Gartner - Hype Cycle for Artificial Intelligence, 2026.
  • McKinsey Global Institute - The Economic Potential of Generative AI (Revisited 2026).