Senior Director, Product (Employer of Record)

JobgetherHR technology, fintech

CanadaFull-TimeDirector

Salary not disclosed

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Job Details

Languages: Fluent English communication skills, both written and verbal.
Experience: 10+ years of product management experience, including approximately 5–7 years leading and developing Product Managers
Required Skills: Artificial IntelligencePeople ManagementProduct ManagementStakeholder management

Bring 10+ years of product management experience, including approximately 5–7 years leading and developing Product Managers.
Demonstrate a record of delivering measurable customer and business outcomes.
Have experience in operationally or legally complex B2B or fintech environments; HR technology, Employer of Record, payroll, employment, or compliance experience is highly desirable.
Use systems thinking and first-principles problem-solving to diagnose complex challenges before defining solutions.
Have hands-on experience using AI to transform team workflows, product discovery, experimentation, or decision-making.
Demonstrate the ability to establish business-unit-level product vision and strategy and build organizational buy-in as priorities evolve.
Show people leadership skills, including coaching product managers, maintaining high performance standards, and addressing difficult issues constructively.
Have experience leading through significant organizational or structural change and navigating ambiguity.
Bring strong executive communication and stakeholder-management skills.
Be comfortable collaborating across Product, Engineering, Design, Operations, Legal, Finance, and other senior functions.
Have fluent written and verbal English communication skills.
Have reliable home internet suitable for a fully remote working environment.

Own the EOR offering’s overall product vision, strategy, and roadmap, connecting team priorities to measurable company and customer outcomes.
Take accountability for end-to-end platform performance, including operational processes and downstream impacts beyond product features.
Translate localized employment regulations into scalable, automated workflows that reduce reliance on manual operations.
Prioritize investments across product capabilities, regulatory requirements, technical debt, and operational improvements across multiple teams.
Lead and develop Product Managers and Group Product Managers toward problem ownership and measurable outcomes.
Partner with Engineering and Design leadership to make trade-offs and align on product direction and execution.
Collaborate with Operations, Legal, and Finance to balance customer value, operational efficiency, business margins, and risk.
Establish AI-first practices for product discovery, prototyping, experimentation, decision-making, and learning.
Set business-unit direction, build stakeholder alignment, and lead through organizational and structural change.

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