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Courtney Cheyne Promoted to Vice President, People & Culture at Wagepoint

Smita SinghbySmita Singh
in Business, News, NORTH AMERICA
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Courtney Cheyne Promoted to Vice President, People & Culture at Wagepoint

Courtney Cheyne Promoted to Vice President, People & Culture at Wagepoint

Vancouver, British Columbia, Canada, January 2026 — Wagepoint, a leading payroll software company serving small businesses across the US and Canada, has promoted Courtney Cheyne to the role of Vice President, People & Culture, recognizing her consistent leadership impact in strengthening workplace culture, scaling people practices, and enabling business growth across the organization.

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In her expanded role, Courtney Cheyne will lead Wagepoint’s People & Culture agenda at a strategic level, building future-ready talent systems, leadership development priorities, employee experience programs, and culture frameworks aligned with Wagepoint’s ambitious growth journey.

Courtney has been with Wagepoint for nearly three years, most recently serving as Director, People & Culture, where she played a central role in developing a people-first organization for a fast-scaling technology business. Wagepoint supports over 25,000 customers, processes 300,000 payments each month, and moves more than $8 billion in annual payroll—an operational scale where strong people leadership becomes a critical business enabler.

Prior to Wagepoint, Courtney served as Director of People & Culture at Overstory Media Group, a community media organization focused on strengthening local communities through high-quality publications. She also held a long tenure of over four years at Buyatab Online Inc. as People & Culture Manager, supporting a business that provides advanced eGift Card infrastructure and marketing services to major clients across North America and Asia.

Earlier in her career, Courtney worked as an HR Business Partner at BuildDirect Technologies, a technology platform in the home improvement ecosystem, and spent over five years at Omicron, progressing through roles including Human Resources Coordinator, Human Resources Advisor, and Senior Human Resources Advisor—building strong foundational expertise in HR operations, employee relations, and business partnering in a project-based matrix environment.

About Wagepoint

Wagepoint is on a mission to simplify payroll, time-tracking, and employee management—and make it delightful for small businesses. Built specifically for small businesses in the US and Canada, Wagepoint automates the most time-consuming parts of workforce administration, empowering customers to focus on what they love most.

Known for its friendly, refreshingly human service culture, Wagepoint combines intuitive software with a strong support-first approach, helping thousands of businesses manage their workforce efficiently and confidently.

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Tags: Courtney Cheyneemployee experienceHappy Place to Work CertificationHPTWHR LeadershipPayroll TechnologyPeople StrategyTalent ManagementVice President People & CultureWagepointWorkplace Culture
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