Justworks · 2 months ago
Country Lead, Canada
United States
Full-time
Remote
Senior Level
7+ years expJustworks is a company focused on supporting businesses by solving HR issues and providing a welcoming environment for its employees. As the International Country Lead for Canada, you will be responsible for executing go-to-market strategies, developing localized country strategies, and driving product localization efforts to meet Canadian market needs.
Bookkeeping and PayrollComplianceEmployee BenefitsHealth InsurancePayments
Responsibilities
Act as the internal owner for Canada, identifying market opportunities and executing go-to-market strategies with autonomy
Develop and execute a localized country strategy aligned with global company goals and tailored to Canadian market needs
Partner cross-functionally with Sales, Product, Legal, and Ops to influence roadmap, ensure compliance, and support growth
Provide market expertise and competitive insights to support sales enablement and assist with high-value customer engagements
Drive product localization efforts, ensuring our offering fits the legal, cultural, and operational expectations of the Canadian market
Monitor and report on key performance metrics, trends, and challenges to the VP International Ops and executive leadership
Foster a culture of entrepreneurship, accountability, and continuous improvement as you build and scale the Canada business
Work with internal teams to build and optimize relationships with key partners and vendors in Canada including counsel, payroll, accounting/tax, immigration, and others
Stay up-to-date with country-specific trends and best practices, and share this knowledge internally
Qualification
Required
7-10+ years of experience in Canada in an execution-focused role in operations or expansion teams, preferably at a B2B Saas company
Deep experience in Canadian HR, payroll and benefits experience
Demonstrated project management skills working with multiple complex interdependent workstreams and organizing internal and external teams against tight deadlines
Excellent interpersonal, communication, and problem-solving skills
Ability to negotiate contracts with vendors and partners
Preferred
Experience understanding legal processes and regulations is a plus
Specific experience in Canadian employer-of-record (EOR) and international products is a plus
Benefits
Great benefits
Wellness program offerings
Company retreats
Company
Justworks
Justworks is a cloud-based HR and payroll platform that helps small and mid-sized companies manage payroll, benefits, compliance, and HR.
1001-5000 employees
H1B Sponsorship
Justworks has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (14)
2024 (19)
2023 (15)
2022 (19)
2021 (6)
2020 (4)
Funding
Current Stage
Late StageTotal Funding
$159.84MKey Investors
FirstMarkRedpointBain Capital Ventures
2023-11-01Series Unknown· $16.84M
2020-01-28Series E· $50M
2018-03-06Series D· $40M
Leadership Team
Michael Seckler
Chief Executive Officer
David Feinberg
Senior Vice President Risk & Insurance Programs
Recent News
Index Ventures
2025-12-29
2025-11-23
2025-10-30
Company data provided by crunchbase