Director of Partner Services

Wagepoint; Remote; CAD 90,000 - 120,000; Full time

Job summary

A leading payroll software company seeks a Director of Partner Services to build and scale their services function. This position focuses on partner migration and leading a team to ensure seamless service delivery. The ideal candidate has over five years in partner-facing SaaS roles, experience in team leadership, and a strong understanding of small business needs. This is a remote position based in Calgary, Alberta, offering a collaborative work culture and opportunities for professional growth.

Benefits

Remote work flexibility

Opportunities for professional development

Collaborative and friendly team culture

Qualifications

• 5+ years of experience in partner-facing SaaS roles.
• 2–3+ years of people leadership experience.
• Proven experience in designing and improving service systems.

Responsibilities

• Build and lead a high-performing Partner Services team.
• Own end-to-end planning and execution of large-scale partner migrations.
• Translate company-level partner goals into operational plans.

Skills

Partner-facing SaaS roles focused on implementations, onboarding, or services delivery

Experience in accounting, bookkeeping, payroll, or adjacent small business services

People leadership experience

Experience with complex, multi-stakeholder initiatives

Understanding of small business operations

Job description

Who We Are:

At Wagepoint, we’re good people. We are an authentic team who bring our diverse backgrounds, ideas, experiences and cultures together to make payroll magic. We pull rabbits out of hats for thousands of small business owners across Canada who rely on our payroll software to pay their employees and process their payroll taxes. We are growing and looking for more awesome people to join our merry band of misfits.

The Role at High Level:

We’re looking for a seasoned and strategic Director of Partner Services to build, lead, and scale Wagepoint’s Partner Services function. This role owns the partner services experience across the partner lifecycle, ensuring partners can successfully operate on Wagepoint with confidence. Over the next 12 months, this role will be heavily focused on leading and executing the migration of all Wagepoint partners to the latest version of the platform. Success requires strong program and project management discipline — coordinating cross‑functional teams, sequencing work, managing dependencies, mitigating risk, and delivering migrations smoothly with minimal disruption. You’ll lead a team of Partner Consultants and work closely with Partner Sales, Product, Customer Ops, Compliance, and Support to translate executive‑level partner and revenue goals into clear operational plans and consistent execution. You will report directly to the VP of Sales.

What You'll Be Expected To Own:

• Build, lead, and develop a high‑performing Partner Services team through coaching, feedback, and performance management.
• Own the end‑to‑end planning and execution of large‑scale partner migrations, including sequencing, dependency management, and risk mitigation.
• Translate company‑level partner and revenue goals into clear operational plans, priorities, and measurable outcomes.
• Partner closely with Sales, Product, Customer Ops, Compliance, and Support to deliver a coordinated partner services experience.
• Establish scalable processes, playbooks, and service standards that enable consistent, high‑quality execution.
• Act as a senior escalation point for complex partner situations and high‑impact initiatives.
• Use data to monitor progress, identify risks early, and drive continuous improvement across Partner Services.
• Ensure partners are clearly supported through periods of change by communicating expectations, timelines, and impacts.

What You Bring To The Table:

5+ years of experience in one or more of the following:

• Partner‑facing SaaS roles focused on implementations, onboarding, or services delivery.
• Accounting, bookkeeping, payroll, or adjacent small business services environments.

2–3+ years of people leadership experience, including coaching, performance management, and developing individual contributors to consistently deliver outcomes.

Proven experience designing, improving, and scaling service or implementation systems — including processes, tooling, and cross‑functional workflows.

Experience leading complex, multi‑stakeholder initiatives such as platform transitions, migrations, or large‑scale onboarding programs.

Strong understanding of how small businesses operate, with the ability to translate complexity into clear, practical plans.

Ability to build or deepen fluency in Canadian payroll compliance and regulatory requirements quickly, with support from subject‑matter experts on the team.

A hands‑on, ownership‑driven leadership style, with the ambition and capability to grow into a broader, next‑level leadership role.

Bonus points if:

• You’ve led partner services, implementations, or post‑sale delivery teams at scale.
• You’ve built repeatable service models and operational playbooks.
• You’ve worked closely with accounting or bookkeeping partner ecosystems.
• You’re comfortable leading teams through large‑scale change.
• You’ve worked in a fully remote, distributed team environment.

What We Bring To The Table:

Impact: Roll up your sleeves and directly contribute to the growth and success of Wagepoint by shaping our workforce.

Culture: The opportunity to work with the world’s friendliest team, solving interesting problems together with an endless amount of laughter.

Growth: Opportunities for professional development and career advancement — we are always, always learning with a growth‑oriented mindset.

Innovation: Work in an environment that encourages creativity and new ideas.

Remote: The ability to work from home, forever! Wagepoint is a remote company, so you don’t have to worry about commuting to an office. Plus, more time with your pets is always a bonus!

Ready to embark on an exciting journey with us?

Apply now and help us build the future of Wagepoint!

About Wagepoint

Wagepoint is a simple and fast online payroll app, backed by the world’s friendliest team. The app is ideal for small businesses across North America (US & Canada) who are looking to pay their employees easily and quickly.

Next Steps

If all the above feels right and proper, please don’t feel like you need to send us an uninspired cover letter. Just send us your updated resume and a few lines on what excites you about the job – we really want to get to know who you are, not just about how we can work together. If we believe you’re a good match, someone from our team will reach out to schedule a call.

Wagepoint is an equal opportunity employer. We welcome and appreciate all applicants with diverse backgrounds, races, religions, genders, identities, ages, experiences. We are committed to making not only our workplace safe and inclusive for everyone, but also ensuring our recruitment process reflects that. We are a remote company, so there’s no need to travel to an office for an interview, but if you require any special accommodation during our recruitment process, please let us know. We are more than happy to assist!

As part of our hiring process, AI‑based tools are used to support the initial review of applications. Rest assured, our People Ops team carefully reviews all applications and makes the final decisions on candidate progression.