Leave & Benefits Lead

Summary

Join StackAdapt as the Leave & Benefits Lead and manage global leave of absence and benefits programs, including group benefits, wellness programs, and time off policies. Partner with global brokers and internal stakeholders to deliver a holistic benefits package. You will own the end-to-end administration for all leave types globally, act as a primary point of contact for employees, manage the return-to-work process, and ensure compliance with regional legislation. Responsibilities also include managing full-cycle benefits administration, overseeing data integration, facilitating annual renewal and open enrollment, developing educational materials, and providing employee support. Proactively analyze processes to identify opportunities for automation and improvement. Support the Senior Global Benefits Manager in global benefits renewal and daily administrative functions. StackAdapt is a remote-first company.

Requirements

• 5+ years of progressive HR experience with a specialized focus on benefits and leave of absence administration
• Deep expertise in Canadian benefits management, including plan design, renewals, and vendor relations
• Strong analytical skills (advanced proficiency in Excel/Google Sheets) with the ability to interpret data and translate into actionable insights
• Discretion in dealing with confidential and sensitive information
• Strong project management and process improvement skills

Responsibilities

• Own the end-to-end administration for all leave types across our global jurisdictions, including, but not limited to, medical, parental, personal, disability, and other protected leaves
• Act as the primary, confidential point of contact for employees and leaders, providing clear guidance and support throughout the entire leave lifecycle
• Manage the return-to-work process, including required documentation and collaboration on accommodation requests
• Ensure leave programs are administered consistently and in full compliance with regional legislation
• Coordinate with the Payroll team to ensure seamless and accurate pay for employees on leave
• Collaborate and partner with our HR business partners on all leave of absence matters
• Manage full-cycle benefits administration, including vendor management, enrollment processes, and record maintenance
• Oversee data integration and file management workflows in relevant systems (e.g. HRIS, and carrier systems) and complete audits as necessary to ensure data integrity
• Facilitate annual renewal and open enrollment process through planning, implementation, and communication of all new benefit programs
• Develop and deliver educational materials, presentations, and communication strategies to enhance employee understanding of benefit offerings
• Provide support to employees on any benefits-related inquiries and resolve any case escalations with third-party service providers
• Proactively analyze benefits and leave processes to identify opportunities for automation, efficiency, and an improved employee experience
• Lead process improvement projects from discovery and design through to implementation and change management
• Develop and maintain clear, accessible documentation for all benefits and leave-related workflows and policies
• Act as a key partner to the Senior Global Benefits Manager, supporting the global benefits renewal process and enhancing daily administrative functions

Preferred Qualifications

Experience managing benefits or leave in a multi-jurisdictional environment is considered an asset

Benefits

• Highly competitive salary
• RRSP/401K matching
• 3 weeks vacation + 3 personal care days + 1 Culture & Belief day + birthdays off
• Access to a comprehensive mental health care platform
• Health benefits from day one of employment
• Work from home reimbursements
• Optional global WeWork membership for those who want a change from their home office
• Robust training and onboarding program
• Coverage and support of personal development initiatives (conferences, courses, etc)
• Access to StackAdapt programmatic courses and certifications to support continuous learning
• An awesome parental leave policy