Sales Representative (Ottawa)

Sales Representative (Ottawa)

13 Oct
|
WayPoint Labs
|
Ottawa

13 Oct

WayPoint Labs

Ottawa

Ottawa, Ontario Hybrid Full time CA$60,000 a year Posted Oct 5, 2026

Find rental operators, show them Rental Tide, and get them signed and live. You own the full cycle, from first call to first booking.

Why this role exists

Today Eric (CRO) handles sales himself, on top of customer success. Switching costs operators nothing: no monthly fee, no setup fee, and the 4.9% booking fee is passed to their customers. That makes for a short sales conversation, and we need someone having a lot more of them.

How you'll sell

Most selling happens by phone and video with operators across North America. Being in Ottawa means you can also visit operators in eastern Ontario and western Quebec, and work boat shows and marina events.

Timing matters. Operators pick software in the off-season so they are ready for summer. Starting this fall puts you in front of them while they are deciding.

What you'll actually do

- Build your own pipeline of boat, jet-ski and ATV rental operators by cold calling, email, Linked In and walk-ins
- Run demos over video and in person, tailored to how each operator actually runs their day
- Handle the real objections: "we already have a system", "my staff won't learn it", "not before the season"
- Close deals and hand each new operator to onboarding with clean notes, so their first week goes smoothly
- Stay close to your accounts after launch, since your commission grows when they book more
- Keep the CRM current so we can see what is working
- Tell the product team what operators ask for and what loses us deals

What we're looking for

- You have 2+ years selling software, payments or services to small and mid-sized businesses
- You like picking up the phone and you don't need a marketing team to hand you leads




- You can talk to a marina owner in their dock shoes as easily as a multi-location operator
- You want a steady base and income that keeps climbing as you sign more operators
- You write clearly and follow up without being reminded
- You live in or near Ottawa, and have a driver's licence and access to a car

Nice to haves

- Experience in tourism, marine, powersports or outdoor recreation
- You speak French, which helps across Gatineau and Quebec
- You've sold vertical SaaS or booking software before

How you get paid

You earn a $60,000 CAD base salary, plus 1% of the gross booking value (GMV) processed through Rental Tide by every operator you sign. Commission pays on every booking those operators take for 12 months from their first booking, which covers a full rental season.

After that, you earn 0.2% on their bookings for 2 more years, as long as you're still on the team. There is no cap.

Your $60,000 base is guaranteed for your first 3 months while you ramp up. After that, it stays at $60,000 as long as you sign at least 6 recent operators a quarter (about 2 a month). If you fall short in a quarter, base drops to $45,000 for the next quarter, then goes back to $60,000 once you hit target again.

Real ownership: $5,000 in stock options on day one, plus 0.5% equity in a company that's actually growing.

A year of pay at different paces

Assuming operators average $200,000 in bookings a year:

- At target (6 a quarter): $108,000 total. 24 operators signed a year, $4.8M of their GMV in the first 12 months, $48,000 commission.

On top of that, operators past their first year keep paying you 0.2% for 2 more years. At target pace, that adds about $9,600 in year two and $19,200 a year from year three on.

These figures are illustrative, not a promise. Most operators book in summer, so commission lags your signings and your first year will land lower.

#J-18808-Ljbffr

📌 Sales Representative (Ottawa)
🏢 WayPoint Labs
📍 Ottawa

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