Senior People Operations Partner - Shakepay

About Shakepay

Since 2015, Shakepay has been on a mission to help Canadians build long-term wealth through bitcoin. Beyond buying and selling bitcoin, we offer a growing suite of everyday financial products—including the Shakepay Card, direct deposit, bill payments, and Interac e-Transfer. Today, more than 1.5 million Canadians use Shakepay to grow their bitcoin savings and take control of their financial future.

We’re regulated as an investment dealer across all Canadian provinces and territories, and backed by renowned venture capitalists with $44M in funding.

The Role

We’re looking for a Senior People Operations Partner to help raise the bar for how People work gets done. You’ll bring fresh thinking to the systems, processes, and programs that support employees and managers, helping make them more thoughtful, consistent, and scalable as Shakepay grows.

This is a hands-on senior individual contributor role where you’ll work across the employee lifecycle, contribute to key People programs, and partner with managers and cross-functional teams on People-related decisions.

What You'll Be Doing

• Take responsibility for the day-to-day operation of core People processes across the employee lifecycle, including onboarding, offboarding, leave, benefits, employee data, documentation, and People systems.
• Design, document, and improve reliable workflows, handoffs, and resources that make People processes easier to navigate and maintain.
• Support the operational delivery of key People programs, including performance and compensation cycles, and help improve how those programs work over time.
• Bring forward clear recommendations, options, tradeoffs, and next steps when the path forward is not obvious.
• Use data, employee feedback, and day-to-day experience to identify risks, patterns, and opportunities for improvement, simplification, and automation.
• Partner with Finance, Legal, Security, Talent, and external vendors on People-related work.
• Help strengthen continuity across the function by creating clear documentation, repeatable processes, and effective backup coverage.

Who We're Looking For

• 5+ years of progressive experience in People Operations, HR business partnering, HR generalist work, or a related People role.
• Experience working independently across multiple People workstreams in a fast-paced, changing, or lean environment.
• Hands-on experience supporting the employee lifecycle and working with People systems, employee data, documentation, and operational processes.
• Experience contributing to performance management, compensation, onboarding, offboarding, policy work, manager enablement, or other company-wide People programs.
• Working knowledge of Canadian employment practices and good judgment about when to involve Legal or external advisors.
• A track record of improving processes, creating clearer ways of working, and turning recurring problems into better systems.
• Strong judgment, discretion, communication, and follow-through, including when handling sensitive employee matters.
• The ability to prioritize competing needs, make practical tradeoffs, and move work forward without close supervision.

Bonus Points

• Experience working with modern HRIS, People, workflow, or automation tools.
• Experience using automation or emerging tools to reduce recurring work while protecting confidentiality and accuracy.
• Experience with compensation structures, benchmarking, leveling, or career frameworks.
• Experience supporting benefits renewals or vendor relationships.
• Experience working at a technology company, fintech, startup, or scaleup.
• Experience supporting employees across Canada.
• French fluency or working proficiency.

Perks & Benefits

• Stock Options: Every employee receives stock options as part of their total compensation.
• Salary Assessments: Annual salary assessments.
• Health & Wellness: Comprehensive health and dental coverage, plus health and wellness spending accounts.
• Remote-Friendly: Work remotely from anywhere in Canada, with optional access to offices in Montreal and Toronto.
• Learning Budget: A $2,000 CAD annual budget for courses, certifications, and training.
• Paid Time Off: 20 days of vacation per year, plus a $1,000 bonus if you use all your vacation days.
• Parental Leave: Parental leave top-up to 100% of salary for 18 weeks.
• Offsites: Quarterly team-specific or company-wide offsites to connect in person.