Director, People & Culture (Ontario)

Director, People & Culture (Ontario)

14 Aug
|
HighlightTA
|
Ontario

14 Aug

HighlightTA

Ontario

StickerYou is a leading global e-commerce company for custom die-cut products such as stickers, labels, decals, temporary tattoos, and more. Our proprietary platform infuses automation technology and creativity to empower anyone to make the best custom products in any size, shape, and quantity. Business and consumers can make their marketing, packaging, décor, or personal expression professional grade.
We believe in the enormous power of customization. We are a smart, creative, and passionate group dedicated to growing the most talented and engaging people in Toronto, Canada. We proudly make custom products locally for the global market using software and advanced digital manufacturing.
We make what matters stick!
The Opportunity Reporting directly to the CEO and serving as a member of the Leadership Team, the Director, People & Culture is responsible for leading the company's people strategy while remaining actively involved in day to day execution. This role leads a small HR team and partners closely with leaders across the business to strengthen culture, improve organizational effectiveness, attract exceptional talent, develop leaders, and build scalable people programs.
Key Responsibilities Partner with the CEO and Leadership Team to develop and execute the people strategy aligned with business objectives, serving as a trusted advisor on organizational design, workforce planning, succession, employee relations, performance management, and change management.
Shape and strengthen StickerYou's culture across both Canadian and international teams, including engagement initiatives such as company events, celebrations and employee recognition.
Own recruitment strategy, manage external search partners, support internal production hiring, and partner with hiring managers throughout the hiring process to uphold hiring quality, strengthen employer branding, and ensure positive candidate experiences.




Coach managers through performance improvement and difficult employee situations to support retention of high performers, and lead company wide performance management including semi-annual reviews, talent calibration, goal setting, and goal achievement reviews.
Partner with the CEO and CFO on annual salary reviews, compensation planning, payroll administration, benefits, incentive plans, and HR compliance using Rippling, while monitoring departmental headcount, workforce planning, and labour/payroll costs as a percentage of company revenue.
Develop talent development and succession planning initiatives to build long-term organizational capability.
Continuously evaluate AI, automation, and technology opportunities to improve recruiting, HR operations, analytics, and employee experience.
Support international workforce growth and potential expansion into the UK/Europe and other markets.
Requirements 8+ years of progressive HR leadership experience, ideally in entrepreneurial or high growth environments.
Experience leading talent acquisition, performance management, compensation, payroll, employee relations, and organizational development.
Strong leadership, coaching, communication, analytical, and relationship building skills.
Ability to influence senior leaders while remaining hands on.
Experience supporting distributed teams; experience in Latin America or Europe is an asset.
Experience with HRIS platforms such as Rippling is preferred.




Passion for innovation and leveraging AI to improve People practices.
Work Arrangement This is a hybrid role at the StickerYou office located in Toronto, ON, with 3 days in office and the rest of the days fully remote.
Office Location Why StickerYou?
A high-growth company with a robust leadership team
Company-wide positive energy - people enjoy coming to work
Fast-changing environment with ample learning and growth opportunities
Growing a global Canadian brand that takes pride in local manufacturing
Strong corporate vision focused on making small companies better
Opportunity to serve a wide variety of small and medium-sized businesses
Use of cutting-edge e-commerce and digital print customization technology
Diversity & Inclusion StickerYou is strongly committed to Diversity and Inclusion and aims to create a healthy, accessible and rewarding work environment which highlights employees’ unique contributions to our company’s success. If you require accommodation for the recruitment or interview process, please let us know and we will work with you to meet your needs.
As an equal opportunity employer, we welcome applications from all to help us build a diverse workforce which reflects the diversity of our customers, and communities, in which we live and serve.
How We Hire We use AI tools to support our recruitment process, including helping us organize applications and identify early matches based on role criteria. That said, every rejection decision is made by a human. We encourage candidates to apply authentically and avoid relying solely on AI-generated responses, especially during interviews.
This posting is for a current, open position within StickerYou.
This opportunity is offered through HighlightTA, the on-demand talent team supporting StickerYou's growth.

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📌 Director, People & Culture (Ontario)
🏢 HighlightTA
📍 Ontario

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