ONGROUPOFCOMPANIES

Field Sales Lead

Advertising Placements · Founding Commercial Hire

ONHoldings.ca Inc. · Field Based Across Ontario · Full time · 100% commission, uncapped

Who We Are

ON Group is an Ontario directory business. We are building the places homeowners go when they need someone local: an agent who knows the municipality, a waterproofer who has been under houses on that street, a plumber and an electrician who genuinely cover the area.

A national brand wins local business by outspending everyone in the area. The independent contractor and the local agent cannot match that budget and should not have to, because they are better at the work and they know the ground. We put them in front of the people looking for them.

Real estate leads, with waterproofing, plumbing and electrical behind it. More verticals follow.

The Opportunity

We are looking for a true salesperson, and this is a room-selling job. You get in front of brokerages and teams, present to the room, and close at the end of the meeting. Not a dialler seat, a car, a calendar of sales-meeting slots, and a presentation you own.

One meeting can produce several sales. A brokerage sales meeting puts twenty or thirty agents in a room, all of whom work ground you are selling. You present once and write several contracts, which is why this role earns what it does on a modest number of appointments.

You will not be handed a finished sales motion. You will build one to your style, the deck, the objection handling, the way you get onto a manager’s agenda. What you work out in the first ninety days becomes how this company sells for the next ten years, and the person who proves can be the person who hires and runs the team that comes after.

You earn 20% of everything you sell, and you hold equity once the company hits revenue milestones. If you need a guaranteed base, this is not your job and we would rather say that in the advert than in your second interview.

Why This Role

You are first into every room, and there is a real reason to be. Each area page carries three placements. A town is made up of a handful of pages. So the room you present to first is the room that gets the ground and everyone in it knows that the moment you put the map up. You will rarely have to manufacture urgency in this job.

Term length is where the money is. Advertisers buy annual placements, and they can buy multi-year terms paid up front. A seller who closes one area, one-year deals earns a living here. A seller who closes multi-area three- and five-year terms earns several times that from the same room. Everything about how we train, coach and pay is pointed at that difference.

The product closes, and it stays sold. It is simple, priced up front, and explains itself in about two minutes. One owner-operator makes the decision.



And the ground an advertiser buys is fixed before it goes on sale and stays fixed for the life of their contract, so you are never selling something that moves under the customer, and you are never back in front of them explaining why it did.

The team is yours to build, and there is a defined point at which it starts. You are the first seller. Once the motion is proven and there is more ground booked than one person can present to, we hire the second and third sellers underneath you, you train them, you run them, and your share picks up an override on everything they write, on top of everything you sell yourself.

The threshold and the override rate are both set, and we will walk you through them at interview. The title says Lead because it is the job we expect you to grow into, not a courtesy.

You report to the CEO, and that is the whole reporting line. Ask for a decision and you get it the same day.

What You Would Earn

There is no base salary. Everything you earn, you close.

- 20% commission on everything you sell, uncapped, from the very first deal. No threshold, no gate, no accelerator you have to reach before it counts.
- Half at the sale, half paid monthly across the term of the contract, so the book you build becomes a monthly floor underneath the next month’s selling.
- A defined override once the team starts.
- Equity follows revenue milestones. As this builds, success is tied to you, and you hold a piece of it.

Term length is the biggest single variable in what you take home. A five-year term on the same areas is worth several times a one-year term for the same conversation in the same room, which is why the commission plan rewards it.

We will walk you through the full earnings model on the first call the rate card, the term ladder, and what a room is actually worth. We would rather show you the arithmetic than put a headline number in an advert for a product nobody has sold yet.

And expect your first two months to be light while you get you onto sales-meeting agendas. That is the nature of building a book from nothing, and we are not going to pretend otherwise.

What You Would Do

- Get on the agenda. Brokerage and team sales meetings run weekly. Booking two or three a week is the real work of this job, and it is relationship work, not dialling.
- Present to the room and close in it. Own the deck, the demonstration and the objection handling, and take signatures before people leave.




- Sell the term, not just the placement. Understanding why a multi-year commitment is the right call for the advertiser and being able to hold that conversation in front of an audience is the core skill of this job.
- Work out where each business actually operates before you decide which areas to put in front of them.
- Walk new advertisers through supplying their own listing details so their placements can go live.
- Keep clean records and an honest forecast, and report the market back to us which rooms bite, which towns stay quiet, and what the real objection is underneath the stated one.

About You

This is a seat for a seasoned field closer, not a first sales job. The earnings above assume someone who already runs their own week and their own room.
- You have presented to groups and closed in the room sales meetings, lunch-and-learns, association events, dealer or agency briefings. You are comfortable on your feet in front of twenty-five sceptical professionals.
- You have sold advertising, media or another intangible to owner-operators and small businesses, without leads being handed to you.
- You have closed multi-year commitments before annual maintenance, media contracts, service agreements and you know how to make a longer term feel like the buyer’s idea.
- Commission-only suits you, either because you have done it before or because a cap somewhere else held you back.
- You can open your own doors. Getting onto a manager’s agenda from a standing start is month one of this job.
- You have a car and you are content to be on the road across the province most weeks.
- You want to run a team, not just carry a number. The people who suit this seat are the ones already thinking about who they would hire second.
- You would rather lose a deal than overstate one. A room is where it is easiest to oversell, and we do not. We make no promises about leads or results, and we can incentivise but do not improvise a price. Say what the product is and let the room decide.

Experience selling into real estate, or into a regulated trade or profession, helps though we do not require it.

Hiring Process

- A 20-minute introductory call.
- A 45-minute conversation with the CEO, including a short presentation exercise and feedback.
- A final discussion covering your plan for the first ninety days.

How To Apply

Reply to this post and tell us about a room you closed.

Confidence can hold people back from applying. There is no perfect candidate for a role nobody has done here before, so if this is the job you want, send us something.

ONHoldings.ca Inc. is an equal opportunity employer. We welcome applications from all qualified candidates and provide accommodation on request at any stage of the hiring process.

📌 Business Development Specialist (Toronto)
🏢 ONGroupOfCompanies.ca
📍 Toronto