Appointment Setter - High-Ticket Sales

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You book the call. Our closers run it. You earn 40% of every deal that closes.

That number is not a typo. Most agencies pay setters a small flat fee or 5-10%. We pay 40% because we only make money when you do. Our smallest service sells for $2,000 USD, which makes your smallest possible payout on a single closed deal $800.

Deep Sea Media is a Canadian digital marketing agency built on four generations of selling. Our family has been in advertising since 1919: flags, then radio, then television, and now every major social platform. Today we sell paid advertising, websites, AI audits, custom AI agents, business automation, and AI integration projects to real businesses.

What the work looks like: you call business owners, start real conversations, qualify them, and book them onto a call with our closing team. We provide the leads, drawn from Google Maps, business lists, social media, referrals, paid ads, and internal lead sheets. You can prospect in your native language and your own market, as long as the client can communicate with our team in English for the close and delivery.

Where it goes: setting is where you start, not where you stay. Setters who perform move up fast. First you close your own deals. Then you lead your own team of setters. Eventually we back you to run your own sales operation under our brand, without ever touching service fulfillment. How fast you climb is up to you.

Now the honest part. This is a commission-only contractor role. There is no base salary and no hourly wage. You will also never pay us a cent: no training fees, no lead fees, nothing, ever. Our full-time standard is 200 dials a day. Setters who hold that standard have consistently earned $3,000 USD or more per month. Setters who do not earn less, and some earn nothing. We would rather tell you this now than surprise you later.

If you can create conversations and follow up with discipline, or you are hungry enough to learn, we will train you. Apply and we will walk you through the full commission sheet during onboarding.

Requirements

Strong spoken English for handoffs to our closing team. You may prospect in your native language in your own market.

Comfortable opening cold phone conversations with business owners, or coachable enough to learn fast. No sales experience required. We can train skills. We cannot train discipline.

Able to sustain serious daily call volume. Full-time benchmark is 200 dials a day; part-time scales down.

Organized follow-up: every conversation tracked, no warm lead left behind.

Laptop or smartphone, a headset, and stable internet.

Professional conduct. You are the first voice of a company that has been selling since 1919.

Benefits

40% commission on every deal you set that closes, paid once per deal. Full commission sheet provided at onboarding.

Minimum $800 payout per closed deal, based on our lowest-priced service at $2,000 USD.

Qualified leads provided. You start calling, not list building.

100% remote. Work from anywhere in the world, in any timezone.

Flexible schedule, part-time or full-time.

Invoice monthly, get paid anywhere via Wise, Remitly, or international bank transfer.

Clear promotion path: Setter, then Closer, then Team Leader, then your own sales operation under the Deep Sea Media brand.

Training, scripts, and call reviews from the same team that closes your deals.

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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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