Onboarding Specialist

Wagepoint is a small-but-mighty fintech on a mission to make payroll simple (and maybe even delightful). Our online software takes care of the “ugh” stuff — like wage calculations and tax reporting — so 30,000+ small businesses, accountants, and bookkeepers across North America can get back to doing literally anything else. Since 2012, we’ve been making payroll magic happen with the world’s friendliest team: always supportive, never stuffy, refreshingly human.

Who We Are:

At Wagepoint, we’re good people. Sure, maybe we’re biased. But that’s only because Wagepointers bring the best versions of ourselves to do some of the best work in our careers.

We’re an authentic team who bring our diverse backgrounds, ideas, experiences and cultures together to make payroll magic. Speaking of, 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. And we’re just getting started.

We’re growing and looking for more awesome people to join our merry band of misfits. We are looking for people who share our understanding that when it comes to our commitment to our customers: we mean business. Especially given that the consequences of getting payroll wrong can sometimes be dire.

If you are the kind of person who has always wanted to make a difference and be heard at work, Wagepoint will give you plenty of opportunity to do just that.

The Role at High Level:

We’re looking for a talented Onboarding Specialist who’s eager to help small businesses feel confident using payroll technology even if they’ve never touched it before. You’ll guide new clients through setup, ensure compliance, and set them up for long-term success with Wagepoint. You will report directly to our Onboarding Team Lead.

What You'll Be Expected To Own:

• Manage the end-to-end onboarding process for new Wagepoint clients, guiding them from account submission through to a successful first payroll run.

• Ensure payroll accounts are configured accurately and in full compliance with Wagepoint policies and government requirements.

• Deliver clear, effective training through calls, emails, and online sessions to help clients confidently navigate Wagepoint’s payroll platform.

• Track, document, and resolve onboarding issues by collaborating with Sales, Risk, and Support teams to keep clients on track.

• Maintain complete and accurate onboarding records, including setup instructions, support notes, and system configurations in internal tools.

• Identify pain points and recurring issues in the onboarding journey and recommend improvements to streamline the process and enhance the client experience.

What You Bring To The Table:

• 1+ year of experience processing Canadian payroll or supporting clients in payroll onboarding, support, or implementation.

• Solid understanding of payroll compliance and taxation basics.

• Willingness to learn and adapt as payroll legislation, internal processes, and product features change.

• Strong communication skills with the ability to explain payroll concepts clearly.

• Experience managing KYC/KYB and other compliance documentation.

• High attention to detail and strong organizational skills.

• Ability to investigate and resolve onboarding issues independently while knowing when to collaborate or escalate.

• Comfortable working in a CRM-driven environment (e.g., Hub Spot) to track onboarding progress, tasks, and client communication, along with tools like Google Workspace and video conferencing platforms.

• Collaborative, self-directed, and adaptable in a fast-paced, remote environment.

Bonus points if:

• You have your PCP designation or are working toward it.

• You’re a member of the National Payroll Institute (NPI).

• You’ve worked with payroll software or HR/payroll platforms.

• You’re bilingual in French and English.

• You’ve worked in a remote or 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 (We work hard,…