Confidential | Series B AI Startup Jagger Search has partnered with a rapidly growing, Series B AI startup to recruit their first Head of People. With approximately 120 employees across North America, our client is entering an exciting stage of growth and looking for an experienced People leader to build and own the function as the business scales. This is a unique prospect to join the leadership team and take full ownership of talent acquisition, people operations, compensation, and employee experience.

Lead the company's recruiting strategy and execution across technical, commercial, and leadership functions. Partner directly with executives and hiring managers to develop hiring plans and attract exceptional talent. Manage an internal recruiter and external recruiting partners.

Build scalable hiring, interviewing, and onboarding processes that improve talent quality and efficiency.

People Operations

Oversee the employee lifecycle, including onboarding, benefits, leaves, employee relations, and offboarding. Ensure HR operations and employment practices remain compliant across Canada and the United States. Own and optimize HR systems, workflows, and people data.

Compensation & Performance Develop and maintain competitive compensation frameworks, including salary bands, equity, promotions, and incentive structures. Advise leadership on performance management, employee relations,



and organizational challenges. Establish consistent, data-driven approaches to compensation and performance decisions. Building an AI-First People Function Leverage AI and automation to streamline recruiting, onboarding, HR administration, and reporting.

Experience leading People Operations and Talent Acquisition within a high-growth technology or SaaS company, ideally at the 50–300 employee stage. A proven track record of building and scaling People processes in an entrepreneurial environment. Strong recruiting experience, including senior-level and technical hiring.

Deep understanding of HR operations, compensation, benefits, performance management, and employment compliance. A demonstrated ability to leverage AI, automation, and modern HR technology to improve operational efficiency. Strong judgment, executive presence, and the ability to advise senior leadership on complex people decisions.

First Head of People: Own the function and shape how the organization scales. High-Growth Environment: Join a well-funded, Series B company at a pivotal stage of its journey.

Remote Flexibility: Work remotely while supporting a distributed North American team. If you're an experienced People leader who enjoys building, operating, and scaling within high-growth technology companies, we'd welcome a conversation. #

📌 People Operations Manager - Human Resources (Winnipeg)
🏢 Jagger
📍 Winnipeg