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About the Role

We are seeking a Senior Global Benefits & Leaves Specialist to join our Total Rewards team. This role will lead the design and implementation of global leave programs across approximately ten+ countries, ensuring seamless integration with Workday and payroll. The ideal candidate thrives in a builder environment, shaping infrastructure from the ground up and translating regulatory complexity into usable programs.

Responsibilities

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.
Benchmark leave entitlements and program design against market comparators across 10+ countries.
Design, build, or restructure Short-Term Disability (STD) and Long-Term Disability (LTD) programs.
Design, build, or restructure Parental leave, maternity/paternity leave, and adoption leave programs.
Design, build, or restructure Flexible and unlimited vacation policies.
Design, build, or restructure Sick leave and medical accommodation programs.
Design, build, or restructure 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.
Partner with the HRIS team to integrate leave programs with Workday and payroll.
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.

Requirements

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.
Experience in a fast-paced tech or high-growth environment.
Comfort operating in a builder environment with ambiguity and constant change.

Skills

Global leaves
Absence management
Disability programs
Regulatory compliance
Stakeholder management
Communication
Project management
Program design
Workday integration
Payroll integration

Location

Vancouver
Calgary
Toronto
Dublin
London
New York City
Sydney

Work Type

Hybrid

Experience Level

Senior

Education Level

CEBS, GBA, or equivalent designation is considered an asset

Salary/Compensations

$89,300 to $105,000 to $120,700 CAD

Benefits

Competitive, equitable salary
Top-tier health benefits, dental, and vision insurance
Flexible time off policy, with an encouraged 20 days off per year
$2000 annual counseling benefit
RRSP matching
RESP contribution
Clioversary recognition program

About the Company

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.
The Total Rewards team is responsible for designing and building the competitive, scalable reward programs that enable Clio’s human and high-performing culture.
The benefits team’s goal is to standardize and enhance our global programs, ensuring our benefits are scalable and impactful.
We are a Human and High Performing AI company, meaning we use artificial intelligence to improve all of our operations.
Clio is on a mission to transform the legal experience for all.
Clio is the global leader in legal AI, building the platform that powers the future of legal work.
At the center of this vision is the Intelligent Legal Work Platform, the legal industry’s first System of Action.
Clio for Enterprise extends this foundation to support the complexity, scale, and operational rigor of global organizations through solutions like Clio Operate and Vincent by Clio.
Clio’s leadership and momentum have been recognized globally.
In 2022, we achieved Centaur status, a milestone reached by fewer than 200 private SaaS companies worldwide.
We are a proud honoree of the Forbes Cloud 100 and Fortune’s Future 50, have been named Innovator of the Year, and are a Platinum Club member of Canada’s Best Managed Companies.
We are consistently recognized as one of Canada’s Top 100 Employers and a Top Employer for Young People, with our international offices also earning placements on Great Place to Work’s Best Workplaces lists.
Headquartered in Vancouver, Canada, Clio has grown to more than 2,000 employees across offices in Toronto, Calgary, Dublin, Manchester, Sydney, Barcelona, and Bogotá—bringing together diverse perspectives to solve one of the world’s most complex and impactful professional challenges.

Equal Opportunity

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.