Director, People & Culture

HighlightTA; Toronto; On-site; CAD 120,000 - 180,000; Full time

Job summary

StickerYou is seeking a Director, People & Culture to lead the people strategy, build scalable programs, and partner with leaders to drive organizational effectiveness. This role leads a small HR team and collaborates across the business to attract top talent, develop leaders, and strengthen culture.

You will drive talent acquisition, performance management, compensation, payroll, and HR operations while embracing AI to modernize people practices. Hybrid work in Toronto with 3 days in-office.

Qualifications

• 8+ years of progressive HR leadership experience.
• 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.

Responsibilities

• Partner with CEO and Leadership Team to develop and execute the people strategy aligned with business objectives.
• Shape and strengthen StickerYou's culture across Canadian and international teams.
• Own recruitment strategy, manage external search partners, and partner with hiring managers.
• Coach managers through performance improvements and manage company-wide performance reviews.
• Collaborate on annual salary reviews, compensation planning, payroll administration, and benefits.
• Develop talent development and succession planning initiatives.
• Evaluate AI, automation, and technology opportunities to improve HR operations.
• Support international workforce growth and expansion into UK/Europe and other markets.

Skills

Leadership

Talent acquisition

Performance management

Compensation

Payroll

Employee relations

Organizational development

Analytical skills

Influence senior leaders

Change management

Tools

Rippling

Job description

About StickerYou

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

670 Caledonia Rd, Unit 101, Toronto, ON

Why StickerYou?

• A high-growth company with a strong 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.