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 Territory Account Executive who doesn’t shy away from tackling hard problems and interesting (well, most times) subjects like payroll and HR technology. You’ll be a senior, field-based seller responsible for growing our partner channel across an assigned Canadian territory — owning the full partner sales cycle from sourcing and qualifying through to closing and activating accounting and bookkeeping firms, with a clear mandate to drive net-new partner agreements and accelerate sub-client growth in the first 12 months. You will report directly to our Director, Partner Growth.
This is a true field sales role. You’ll be on the road in-territory at least three days per week — meeting partners face-to-face, attending regional accounting and bookkeeping events, and building the local Wagepoint brand. The remaining two days are for pipeline work, virtual meetings, partner enablement, and CRM hygiene.
Please note we are looking for this role to be based out of Vancouver due to travel requirements.
What You'll Be Expected To Own:
Meet or exceed territory quota for net-new signed partners and the sub-clients those partners bring onto Wagepoint within their first 12 months.
Self-generate pipeline through outbound prospecting, in-person territory work, referrals, and event-driven sourcing — maintaining a 3x pipeline coverage ratio.
Run a disciplined field-sales motion with at least three days per week on the road in your assigned territory, including in-person partner meetings, regional events, and on-site enablement.
Own the full partner sales cycle end-to-end: discovery, demos, negotiation, contracting, and a clean warm handoff to onboarding.
Activate and grow newly signed partners across their first 12 months, partnering with onboarding and partner enablement to hit 30/60/90 activation milestones.
Be the in-market expert on Wagepoint and Canadian payroll — representing the product, the partner program, and our value confidently in person, on calls, and on stage.
Maintain forecast accuracy and CRM discipline with weekly forecast submissions, clean opportunity stages, next steps, and close dates.
Partner cross-functionally with Marketing on territory demand generation, with Partner Account Management on long-term retention handoffs, and with Product and Onboarding to surface field feedback that improves the partner experience.
What You Bring To The Table:
Experience
3—5 years of quota-carrying sales experience, with at least 2 years selling through a partner, channel, or referral-led model.
Demonstrated success in field or territory-based sales — you’re comfortable spending 3+ days per week on the road.
Proven track record of meeting or exceeding annual quota in SaaS, payroll, accounting tech, fintech, or HR tech.
Full-cycle ownership experience: prospecting, discovery, demo, negotiation, close, and post-sale activation.
Tools & logistics
Proficiency with modern CRM and sales engagement platforms (e.g., HubSpot, Salesforce, Outreach, Gong).
Valid driver’s license and a reliable means of travel within your assigned Canadian territory.
Willingness to travel for regional events, conferences, and partner visits as required.
Bonus points if:
You’ve sold to or partnered directly with accounting firms, bookkeepers, or CPA practices.
You have conversational knowledge of Canadian payroll and compliance — CRA remittances, T4/ROE workflows, and provincial variations like Ontario ESA, Quebec, and BC ESA.
You understand the accounting and bookkeeping ecosystem — firm economics, software stacks (QBO, Xero, Sage), and how payroll fits into client advisory work.
You’ve coached partners on how to position, sell, and onboard a SaaS product to their clients.
You’ve spoken on panels, hosted partner sessions, or otherwise built a local brand at industry events.
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.
Ready to embark on an exciting journey with us? Apply now and help us build the future of 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.
