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Leave & Benefits Lead

StackAdaptCanadaRemote, Onsite
StackAdapt is the leading technology company that empowers marketers to reach, engage, and convert audiences with precision. With 465 billion automated optimizations per second, the AI-powered StackAdapt Marketing Platform seamlessly connects brand and performance marketing to drive measurable results across the entire customer journey. The most forward-thinking marketers choose StackAdapt to orchestrate high-impact campaigns across programmatic advertising and marketing channels.
As the Leave & Benefits Lead, you will be responsible for managing and reviewing our global leave of absence and benefits programs. This includes company-wide group benefits plans (health, dental and welfare), global wellness programs, leave of absence, and time off policies. Reporting to the Senior Director, Total Rewards you’ll partner with global brokers and internal stakeholders across different functions to deliver a holistic benefits package aligned with our Total Rewards strategy.StackAdapt is a remote first company.

What you'll be doing:


  • Global Leave of Absence:
  • 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.
  • Benefits Program Management: Your initial focus will be on the strategic management and administration of our Canadian benefits portfolio.
  • 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
  • Process Improvement:
  • 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.

What you'll bring to the table:


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

StackAdapters enjoy:


  • 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
  • A friendly, welcoming, and supportive culture
  • Our social and team events!

StackAdapt is a diverse and inclusive team of collaborative, hardworking individuals trying to make a dent in the universe. No matter who you are, where you are from, who you love, follow in faith, disability (or superpower) status, ethnicity, or the gender you identify with (if you’re comfortable, let us know your pronouns), you are welcome at StackAdapt. If you have any requests or requirements to support you throughout any part of the interview process, please let our Talent team know.

About StackAdapt


We've been recognized for our diverse and supportive workplace, high performing campaigns, award-winning customer service, and innovation. We've been awarded:Ad Age Best Places to Work 2024G2 Top Software and Top Marketing and Advertising Product for 2024Campaign’s Best Places to Work 2023 for the UK2024 Best Workplaces for Women and in Canada by Great Place to Work®#1 DSP on G2 and leader in a number of categories including Cross-Channel Advertising#LI-RemoteApply for this job

Life at StackAdapt

StackAdapt is the no. 1 performing native advertising platform helping brands accelerate customer engagement and acquisition. This state-of-the-art platform is where some of the most progressive work in machine learning meets cutting-edge user experience. Ranking the highest in customer satisfaction and performance by G2 Crowd in the DSP category for the fourth time, StackAdapt is one of the fastest growing companies in Canada and ranks 6th in Deloitte's Technology Fast 50 ranking and 23rd in Fast 500 in North America. Interested in finding out more about us, visit: www.stackadapt.com Our purpose is to fearlessly invent the future. We think that we are in a unique position, given our work in machine learning and data science, to understand the complexity of human behaviour. We believe our research will help us master the art of problem-solving, invent technology that helps solve some of the world's greatest challenges and advance human existence by transcending our inherent limitations. For career opportunities at StackAdapt, visit: www.stackadapt.com/careers
Thrive Here & What We Value1. Remote First Company2. Open to candidates located anywhere in North America (EST)3. Diverse and inclusive team of collaborative individuals4. Friendly, welcoming, supportive culture5. Work from home reimbursements6. Coverage and support for personal development initiatives7. Awesome parental leave policy8. Social and virtual team events10. Competitive salary with commission scheme12. Comprehensive mental health care platform13. Access to StackAdapt programmatic courses and certifications14. Mentorship opportunities with industry leaders15. Optional global WeWork membership for home office change
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