Senior Global Benefits & Leaves Specialist

Location: Toronto, Vancouver, Remote - Canada, Calgary

Time Type: Full time

Job Description

Clio is the global leader in legal AI technology, empowering legal professionals and law firms of every size to work smarter, faster, and more securely. 

We are transforming the legal experience for all by bettering the lives of legal professionals while increasing access to justice.

Summary:

We are currently seeking a Senior Global Benefits & Leaves Specialist to join our Total Rewards team! If you are passionate about building people-centric leave programs that empower Clions to take the time they need in order to do their best work, this is the role for you. We are looking for someone who thrives in a builder environment, where you can shape infrastructure from the ground up.

Reporting to the Senior Manager, Global Benefits, you will lead the design of our global leave philosophy and build and implement leave programs across approximately ten+ countries, ensuring seamless integration with Workday and payroll. With a high degree of autonomy, you will translate regulatory complexity and organizational values into programs Clions can actually use. 

What Your Team Does

The Total Rewards team is responsible for designing and building the competitive, scalable reward programs that enable Clio’s human and high-performing culture. As part of the Total Rewards team, the benefits team’s goal is to standardize and enhance our global programs, ensuring our benefits are scalable and impactful. Through close partnerships across the business and deep market insights, we translate global strategy into meaningful benefit experiences that support Clio’s long-term goals and help our people thrive.

What You’ll Work On

Global Leave Philosophy

• Design and document a globally consistent leave philosophy aligned with Clio’s values and total rewards strategy 

• Present the philosophy framework to senior leadership for approval and align stakeholders on implementation approach

• Define guiding principles for equity, compliance, and employee experience across geographies

• Benchmark leave programs against market comparators across all operating countries

Program Design & Implementation

• Benchmark leave entitlements and program design against market comparators across 10+ countries, ensuring Clios programs are competitive and aligned with local norms

• Design, build, or restructure the following leave types across all operating countries, ensuring compliance with local laws and regulatory requirements:

  • Short-Term Disability (STD) and Long-Term Disability (LTD)

  • Parental leave, maternity/paternity leave, and adoption leave

  • Flexible and unlimited vacation policies

  • Sick leave and medical accommodation programs

  • Bereavement, jury duty, and other statutory leave obligations

• Partner with Legal, People Business Partners, and Payroll to validate compliance across jurisdictions including Canada, US, UK, Ireland, Australia, Spain, and LATAM

• Manage vendor and insurer relationships relevant to leave and disability programs

Systems Integration & Operations

• Partner with the HRIS team to integrate leave programs with Workday and payroll, ensuring accurate leave tracking, accruals, and reporting

• Develop employee-facing resources, manager toolkits, and leave intake processes

• Train People Business Partners and managers on leave administration across regions

• Build audit and compliance monitoring mechanisms to ensure programs remain current with legislative changes

• Act as the senior escalation point for complex leave and accommodation cases, providing a high-touch experience for Clions

This is a builder role. You will be creating infrastructure where little or none currently exists. The right candidate thrives on ownership, moves comfortably in ambiguity, and can operate from a high-level vision through to operational detail.

What You May Have

• 5+ years of directly relevant experience in global leaves, absence management, or disability programs, ideally with exposure to North America, Europe, and LATAM

• Deep knowledge of leave-related regulatory requirements across multiple jurisdictions, including US and Canada

• Proven ability to plan, lead, and own major projects end to end with minimal oversight, building clarity and structure from a high-level vision

• Experience designing or significantly restructuring leave programs, not just administering existing ones

• Excellent stakeholder management and communication skills, with demonstrated ability to influence across functions and seniority levels

• CEBS, GBA, or equivalent designation is considered an asset

• Experience in a fast-paced tech or high-growth environment; comfort operating in a builder environment with ambiguity and constant change

This is a new role.

What you will find here:

Compensation is one of the main components of Clio’s Total Rewards Program. We have developed a series of programs and processes to ensure we are creating fair and competitive pay practices that form the foundation of our human and high-performing culture.
 

Some highlights of our Total Rewards program include:

• Competitive, equitable salary with top-tier health benefits, dental, and vision insurance 

• Hybrid work environment, with expectation for local Clions (Vancouver, Calgary, Toronto, Dublin, London, New York City and Sydney) to be in office min. twice per week. 

• Flexible time off policy, with an encouraged 20 days off per year.

• $2000 annual counseling benefit

• RRSP matching and RESP contribution 

• Clioversary recognition program with special acknowledgement at 3, 5, 7, and 10 years

The expected salary range for this role is $92,800 to $125,600 CAD. Initial placement within the range is informed by geographic region, experience, and skillset, with room to progress as impact and tenure grow. Final offer amounts will vary based on candidate profile.

Diversity, Inclusion, Belonging and Equity (DIBE) & Accessibility 

Our team shows up as their authentic selves, and are united by our mission. We are dedicated to diversity, equity and inclusion. We pride ourselves in building and fostering an environment where our teams feel included, valued, and enabled to do the best work of their careers, wherever they choose to log in from. We believe that different perspectives, skills, backgrounds, and experiences result in higher-performing teams and better innovation. We are committed to equal employment and we encourage candidates from all backgrounds to apply.

Clio provides accessibility accommodations during the recruitment process. Should you require any accommodation, please let us know and we will work with you to meet your needs.

Learn more about our culture at clio.com/careers

Were a Human and High Performing AI company, meaning we use artificial intelligence to improve all of our operations. In recruitment, AI helps us streamline the process for greater efficiency. However, weve built our systems to ensure that a human always reviews AI-generated output, and we never make automated hiring decisions.

Disclaimer: We only communicate with candidates through official @clio.com email addresses.