Head of Product (HealthTech)

TL;DR

Head of Product (HealthTech/AI): Leading the transformation of a service-led business into a scalable, SaaS-enabled, AI-driven platform with an accent on product strategy, roadmap execution, and billing automation. Focus on building an AI-powered Billing Bot and scaling the product function from a player-coach role to executive leadership.

Location: Must be based in Canada; hybrid model for candidates in the GTA (two days per week in the Toronto office) or fully remote within Canada.

Company

A growing organization in the Health Tech industry transforming its business model into a scalable, SaaS-enabled, AI-driven platform.

What you will do

• Lead the end-to-end product strategy and transformation from a service-led model to a SaaS-enabled platform.
• Own the product roadmap, translating billing and operational expertise into repeatable, revenue-generating solutions.
• Direct the development and scaling of an AI-powered Billing Bot to automate core workflows like claims processing and reconciliation.
• Manage and mentor a Junior Product Manager, with the goal of building and scaling the product team.
• Collaborate with Operations, Engineering, AI, and Sales to influence pricing, packaging, and growth strategies.
• Establish operational rigor through the implementation of metrics, SLAs, and scalable delivery workflows.

Requirements

• Proven experience leading SaaS product transformations and taking products to market with measurable results.
• Ability to operate effectively in ambiguity and build structured processes where they do not yet exist.
• Strong team leadership skills with experience coaching and mentoring high-impact teams.
• Technical and analytical fluency with modern product tools and experience leveraging AI or automation for scalability.
• Must be located in Canada.

Culture & Benefits

• Opportunity to own a meaningful business transformation with significant authority over product bets and priorities.
• High-visibility role with a clear growth trajectory toward VP or Chief Product Officer (CPO) level leadership.
• Collaborative environment working across diverse functions including AI, Engineering, and Customer Success.
• Direct impact on customer experience and business margins through high-priority automation initiatives.

Hiring process

• Virtual interview with a Talent Advisor (recorded via BrightHire).
• In-person interview with the Senior Director of Operations and senior team members.
• Case study to demonstrate problem-solving approach and product management skills.
• In-person meet and greet with the team.