Dealership Accelerator is hiring a Payroll Specialist

The job

We're about 25 people across Canada and the US: salaries, hourly staff, commissions and bonuses that change with every deal, and contractors. Payroll has been a side task. It's too important for that. We want one person who owns it, from the first timesheet to the last remittance.

- Run every pay run in Rippling: hours, changes, recent hires, departures, commissions and bonuses.
- Remittances, filings and year-end in both countries: source deductions, T4s and ROEs in Canada; withholding, W-2s and state filings in the US.
- Reconcile every run to the bank and the books, and hand our finance partner a clean summary.
- Answer pay questions quickly and kindly, and keep every number confidential.
- Build the checklist, calendar and controls that keep payroll predictable.

Who we are

Dealership Accelerator builds an AI BDC that works every lead at a car dealership within 30 seconds, 24/7. It runs inside 500+ dealers. 8-figure revenue, bootstrapped, zero outside funding. We run on systems, and on people who would rather check something twice than explain it once.

What winning looks like

- 30 days: you've run payroll alongside the current owner and written down every step.
- 60 days: you own the run end to end. Zero late payments.
- 90 days: every run reconciles, every remittance is on time, and commissions go out without a correction.

Pay and logistics

CAD $80,000 a year, base salary. Full-time employee. Remote, anywhere in Canada. You'll report to the CEO.



Start as soon as you're available. This posting is for an existing vacancy.

What you need

- You've personally run end-to-end payroll: prepared it, checked it, approved or submitted it, and owned what happened next.
- You know Canadian payroll cold: CPP, EI, tax, vacation pay, stat holidays, ROEs, T4s, remittance deadlines, and the provincial differences.
- You've run US payroll yourself: federal and state withholding, W-2s, and employees in more than one state.
- You've paid variable pay: commissions, bonuses or overtime that change every period.
- You reconcile to the cent, you check your own work, and you can show us how.
- You're strong in spreadsheets, you write clearly, and pay stays private. Always.

Nice to have:

- Rippling. We're on it, so it's a real plus, but not required.
- US 1099 contractor payments and year-end.
- PCP certification, or working toward it.
- You've been the only payroll person somewhere, or moved payroll to a new system without a missed payday.

Who this isn't for

- If you want someone else to check your work before it counts. You're the last line.
- If you've only entered data and someone else owned the run.
- If "close enough" is ever close enough, please don't apply.

AI helps us review applications. A person reviews every one and makes every decision; nothing is rejected automatically. We're an equal-opportunity employer, and accommodations are available at any stage. Just ask: [email protected].

📌 Payroll Specialist (Montreal)
🏢 Dealership Accelerator
📍 Montreal