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 Bilingual Enablement Specialist (Contract) who doesn’t shy away from tackling hard problems and interesting (well, most times) subjects like payroll and HR technology. In this role, you’ll create clear, engaging content and enablement resources that empower both our customers and support teams to confidently use Wagepoint. You will report directly to our Customer Engagement and Education Manager.

Please note that this is a contract position ending December 31, 2026.

What You'll Be Expected To Own:

• Create and maintain clear, engaging knowledge base articles that help customers successfully navigate Wagepoint’s payroll platform.

• Continuously review, revise, and optimize content to improve self-serve support and ensure documentation reflects the latest product updates.

• Develop and refine content for AI-powered support tools, including FAQs, knowledge snippets, and training data that improve AI accuracy and the customer experience.

• Build and maintain Customer Support enablement resources such as job aids, macros, process documentation, and internal policies.

• Collaborate with the Enablement team and subject matter experts to develop training materials and ensure support agents have the resources they need to succeed.

• Partner with Product, Customer Support, and Marketing teams to keep knowledge content aligned with product updates and messaging.

• Support the creation of multimedia enablement content (videos, GIFs, screenshots, and tutorials) that help customers and agents better understand our products.

• Use data and feedback to continuously improve documentation, knowledge base performance, and customer self-serve experiences.

What You Bring To The Table:

• Fluent in French and English.

• Experience working in Customer Support, Customer Success, or Enablement, ideally in a SaaS environment.

• Exceptional writing and documentation skills, with the ability to translate complex topics into simple, helpful content.

• Experience creating or maintaining technical documents, such as knowledge base articles, help center documentation, or training materials.

• Strong collaboration skills and comfort working with cross-functional teams and subject matter experts.

• A customer-first mindset and a passion for creating content that genuinely helps people.

• Strong attention to detail and the ability to manage multiple content projects simultaneously.

Bonus points if:

• You have experience working with payroll systems or payroll-related workflows.

• You’ve worked with knowledge base platforms, documentation tools, or learning management systems (LMS).

• You have experience creating technical documentation or SaaS product content.

• You’re comfortable creating multimedia resources such as product walkthrough videos, GIFs, or interactive tutorials.

• You enjoy experimenting with new tools, formats, or AI-powered knowledge solutions to improve customer support.

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, but we always have time for a bad joke or two).

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 perhaps 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.

Psssst!

Wagepoint is an equal opportunity employer. We welcome and appreciate all applicants with diverse backgrounds, races, religions, genders, identities, ages, experiences (the list goes on!). 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.

Department

Customer Operations

Role

Enablement Specialist

Locations

Canada - REMOTE

Remote status

Fully Remote

Yearly salary

CAD55,000 - CAD75,000

Employment type

Full-time