Director, People & Culture

Highlightta Inc.

Job Overview

Location

Toronto, Ontario

Job Type

Full-time

Full Job Description

📋 Description

• 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.
• The Director, People & Culture will 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.
• The Director, People & Culture will shape and strengthen StickerYou's culture across both Canadian and international teams, including engagement initiatives such as company events, celebrations and employee recognition.
• The Director, People & Culture will 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.
• The Director, People & Culture will 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.
• The Director, People & Culture will 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.
• The Director, People & Culture will develop talent development and succession planning initiatives to build long-term organizational capability.
• The Director, People & Culture will continuously evaluate AI, automation, and technology opportunities to improve recruiting, HR operations, analytics, and employee experience.
• The Director, People & Culture will 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.

🏖️ Benefits

• 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.
• A healthy, accessible and rewarding work environment which highlights employees’ unique contributions to our company’s success.
• Opportunity to work with a diverse workforce which reflects the diversity of our customers, and communities, in which we live and serve.
• A hybrid work arrangement with 3 days in office and the rest of the days fully remote.

Skills & Technologies

REST

Remote

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Highlightta Inc.

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About Highlightta Inc.

Highlightta provides AI-driven video clipping and automated highlight generation for sports, esports, and creator content. The platform ingests live or archived streams, detects key moments using computer vision and audio cues, and delivers ready-to-publish clips for social media. Customers include leagues, teams, broadcasters, and influencers seeking faster turnaround and higher engagement. Core features cover multi-stream support, customizable branding, real-time sharing APIs, and analytics dashboards that track clip performance across TikTok, Instagram, Twitter, and YouTube.

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