Director of Product

This position is listed on behalf of a partner company, who manages all applications and next steps. Our partner is looking for a Director of Product based in Canada.

This is a high-impact product leadership role focused on turning company strategy into a clear, executable, and measurable product direction.

You will lead a team of senior product and design professionals while owning the integrated roadmap across multiple product domains.

The role combines people leadership, product operations, strategic planning, metrics, capacity management, and executive communication.

You will work closely with Engineering, Data, GTM, Customer Success, leadership, customers, and external stakeholders to align priorities and delivery.

A key part of the role is creating the operating mechanisms that enable a fast-moving team to make decisions, manage trade-offs, and execute with confidence.

You will also monitor competitive developments, particularly AI-native innovations, and translate market insights into actionable product strategy.

This opportunity is ideal for a pragmatic, high-agency leader who thrives in complex, mission-driven environments and enjoys turning ambiguity into outcomes.

Accountabilities

• Lead and develop the product organization: Manage and coach four direct reports, including three Senior Technical Program Managers and one Design Lead, providing feedback, setting goals, developing capabilities, and raising the overall product craft bar.
• Own the integrated roadmap and capacity plan: Maintain a company-level product roadmap across domains, reconcile priorities with engineering, data, and design capacity, and make sequencing decisions when demand exceeds available resources.
• Drive cross-functional product operations: Establish and run planning sessions, monthly stage gates, cross-functional syncs, and quarterly planning mechanisms that keep Product, Engineering, GTM, Customer Success, and leadership aligned.
• Own product metrics and operating rhythms: Define product metrics, instrumentation standards, dashboards, and review cadences that turn data into actionable decisions and connect domain-level performance to broader business outcomes.
• Translate strategy into execution: Maintain strategy documents, OKRs, roadmaps, and other durable artifacts that connect company objectives with priorities and work planned over the next several quarters.
• Lead competitive intelligence: Maintain an up-to-date view of workforce technology and emerging AI-native competitors, translating market developments into roadmap, positioning, and commercial implications.
• Manage executive and external stakeholders: Serve as a key product contact for Engineering, Data, GTM, Customer Success, executives, customers, government agencies, and workforce partners, ensuring stakeholders have the right information at the right level of detail.
• Support strategic decision-making: Translate complex roadmap, capacity, metrics, and market information into clear recommendations for executive and board-level discussions.
• Improve product operations: Build the processes, tools, templates, documentation standards, and operating mechanisms required to keep the product development lifecycle efficient, predictable, and scalable.
• Navigate changing priorities: Re-forecast and re-sequence plans as customer requirements, contracts, compliance needs, market conditions, or organizational priorities evolve while maintaining transparency and trust.

Requirements

• People leadership experience: Proven experience directly managing and developing Product Managers, Technical Program Managers, designers, or comparable product professionals.
• Company-level product ownership: Demonstrated ability to own an integrated product roadmap across multiple domains and reconcile product ambitions with actual engineering and data capacity.
• Product operations expertise: Experience running cross-functional planning, executive updates, prioritization mechanisms, stage gates, quarterly planning, or similar operating cadences.
• Strong metrics fluency: Ability to establish meaningful product metrics, instrumentation, dashboards, and review processes that actively influence decisions rather than simply report performance.
• Strategic communication: Strong ability to translate company strategy into durable OKRs, roadmaps, strategy documents, and executive- or board-ready narratives.
• Stakeholder management: Demonstrated success working across Engineering, Data, GTM, Customer Success, leadership, and external stakeholders, ideally including enterprise, government, or institutional customers.
• Strategic and commercial judgment: Ability to evaluate competitive landscapes, understand market dynamics, and convert insights into product, positioning, and roadmap decisions.
• B2B SaaS or relevant industry experience: Experience in B2B SaaS, govtech, workforce technology, or other complex multi-stakeholder platforms is preferred.
• Customer and operator perspective: Experience working in environments where end users, buyers, administrators, and other stakeholders may have different needs and priorities is a strong advantage.
• Leadership style: Humility, high agency, strong ownership, curiosity, and the ability to raise the bar while creating clarity and trust across teams.
• Execution mindset: Comfortable operating in high-velocity environments where priorities can shift and problems require independent judgment, resourcefulness, and decisive action.

Benefits

• Competitive compensation: CAD $135,000-$165,000 base salary for candidates based in Canada.
• Remote-first flexibility: Work remotely from anywhere in Canada.
• Generous paid time off: 4 weeks of PTO.
• Health benefits: Comprehensive health benefits designed to support employee wellbeing.
• Equity and growth opportunity: Opportunity to contribute to a growing SaaS/AI organization with meaningful impact.
• Professional development: Learning and development opportunities within a high-trust, high-accountability environment.
• Team connection: Annual team retreats and virtual company-wide events.
• Mission-driven work: Opportunity to help improve access to employment and workforce opportunities through AI-powered technology.
• Inclusive workplace: Commitment to diversity, equity, inclusion, accessibility, and reasonable accommodations throughout the employment process.