Job DescriptionWe’re looking for an entrepreneurial Product Manager who is excited about building and delivering AI-powered products that create real business impact. This role goes beyond traditional product management — you will own not only the roadmap, but also the outcomes. You’ll work at the intersection of AI capabilities, customer needs, and business strategy to deliver products that meaningfully improve how customers operate.

You should be comfortable moving between strategy and execution and energized by building in a fast-moving environment. Identify opportunities where AI can create meaningful value for customers and translate them into product initiatives. Use experimentation, metrics, and customer feedback to guide product decisions and continuously improve outcomes.

Define clear success metrics and be accountable for product performance, adoption, and business impact. Engage directly with customers to deeply understand workflows, pain points, and opportunities for AI-driven improvements.



Move quickly from idea to prototype to production while balancing speed and quality.

Excellent communication and collaboration skills across technical and non-technical teams. Strong analytical and problem-solving abilities with a data-informed approach to decision making.

Experience working with AI-assisted development tools such as Cursor, Claude Code, or similar platforms.

Experience shipping AI-enabled features or products. Familiarity with SaaS product environments and customer-centric product development. We believe in creating long term relationships between clients and consultants that foster a mutually beneficial partnership.

We celebrate diversity and are committed to creating an inclusive environment for all employees. We believe in creating long term relationships between clients and consultants that foster a mutually beneficial partnership. We celebrate diversity and are committed to creating an inclusive workplace for all employees.

📌 Head of Products - Remote (Winnipeg)
🏢 Affinity
📍 Winnipeg