Sales Development Representative

Contractor Marketing Mastermind Inc.; Canada; Remote; CAD 60,000 - 85,000; Full time

Benefits offered by this job

Fully remote

Contests, spiffs, and prizes

Real coaching and mentorship

Job summary

Contractor Marketing Mastermind Inc. is seeking an SDR to follow up with contractors who have shown interest through Facebook ads. You will lead real conversations, qualify fit, and book strategy sessions with our advisors, all while maintaining a robust CRM and meeting targets.

We offer coaching, mentorship, and a clear path to growth within a fully remote team spread across time zones, with opportunities to advance as you prove yourself.

Qualifications

• Strong communicator who builds rapport fast.
• Comfortable on the phone and working warm leads.
• Coachable, competitive, and organized.
• Self-starter who thrives working remotely.
• Growth mindset and high standards for yourself.
• Sales experience helps, but coachability, work ethic, and attitude matter most.

Responsibilities

• Engage warm leads and have meaningful conversations about their business
• Qualify prospects against our criteria
• Book and confirm strategy sessions for our advisor team
• Keep your pipeline organized and up to date in our CRM
• Hit daily, weekly, and monthly targets
• Share feedback on lead quality to sharpen our process

Skills

Strong communicator

Phone-based selling

Coachable

Self-starter

Growth mindset

Job description

Follow up with contractors who've already raised their hand. Lead real conversations, qualify the fit, and book the strategy session that often ends up changing their business.

We help residential contractors scale their businesses with data-driven Facebook marketing, building them in-house lead systems so they stop relying on lead-gen sites and agencies. Our clients are real, hardworking small-business owners — your work genuinely helps them win.

We're a team that pushes each other to perform at the highest level. Morning huddles, music, energy, leaderboards, and a group chat full of wins. We ring the bell. We celebrate. And we hold a high standard — this is a no-excuses, standards-driven culture for people who are hungry and going somewhere.

We're not for everyone. But if you're the right person, you'll have found your people.

The Role

Lead the first conversation. Set the stage for the rest.

You'll follow up with contractors who've already shown interest through our Facebook ads — leading real conversations to understand their business, uncover their challenges, and book qualified strategy sessions with our advisors.

You're not here to hard close. You're here to lead with curiosity and care so every prospect feels heard and clear on their next step. The more leads you qualify and appointments you set, the bigger your impact — and your income.

• Engage warm leads and have meaningful conversations about their business
• Qualify prospects against our criteria
• Book and confirm strategy sessions for our advisor team
• Keep your pipeline organized and up to date in our CRM
• Hit daily, weekly, and monthly targets
• Share feedback on lead quality to sharpen our process

On-Target Earnings

$60,000 – $85,000 CAD

Top performers drive the upper end. The more leads you qualify and appointments you set, the bigger your income.

Sales is the highest-income skill you can own — and we'll teach it to you.

Mastering communication doesn't just change your career — it changes every area of your life. You won't be left to figure this out on your own. You'll get real coaching, not just "training."

1-on-1 coaching

Direct, regular coaching from leaders who've done the work, plus clear opportunities for role development as you grow.

Mentorship that's earned its stripes

You'll learn from people who've actually sold — not theorists. The advice you get is shaped by real wins, real losses, and real reps.

Call reviews + proven script

Constant feedback on your calls against a script that's already working. You'll know exactly where to sharpen and how to do it.

Courses, training, conferences

Access to sales courses, training programs, and conferences. We invest in the people who invest in themselves.

Team book club

We read together — books like Extreme Ownership and Can't Hurt Me — because we grow as people, not just closers.

A real path up

This is a chance to get in early and build something — not be a cog in a big machine. As we scale, the people who prove themselves move up fast.

• Strong communicator who builds rapport fast
• Comfortable on the phone and working warm leads
• Coachable, competitive, and organized
• Self-starter who thrives working remotely
• Growth mindset and high standards for yourself

Sales experience helps, but coachability, work ethic, and attitude matter most. If you've got the right wiring, we can teach you the rest.

What we offer

How we set you up to win.

Competitive compensation

A base + commission structure designed to reward the people who execute, with top performers earning at the high end of the OTE range.

A clear path to closer

SDR is the door, not the ceiling. Prove yourself here and the path into closing is genuinely open.

Fully remote

Work from anywhere. We're spread across multiple time zones and we trust you to deliver from wherever you do your best work.

Contests, spiffs, and prizes

Cash bonuses, dinners, prizes, and team competitions for top performers. We celebrate wins, loudly and often.

Real coaching and mentorship

Not generic LinkedIn-Learning videos. Real reps with real people who've done the job and want to see you outgrow them.

A team that wants to win together

High standards, high energy, high trust. You'll work alongside people who are as committed to your growth as their own.

We'd rather tell you the truth than waste your time. This role probably isn't a fit if any of the below sound like you:

• You want to wing it or avoid honest feedback
• You're looking for a job where you can do the bare minimum
• You're uncomfortable being on the phone for most of your day
• You'd rather not follow a process, even when it works
• You struggle to manage yourself or stay focused for long stretches on your own — this role runs on independence
• You don't want to be held to a high standard

More about us

Want to know more about what it's like to work at The CMM?

Here’s what we stand for, where we’re going, and how we actually operate day-to-day. The more you know about us, the easier the decision.

What we stand for

Three values. Non-negotiable.

These aren’t posters on the wall. They’re the lens we hire through, the standard we hold each other to, and the reason clients trust us with their businesses. If they sound like the way you already operate, we should probably talk.

Value 01

Unimpeachable Character

"Be the kind of person others are proud to stand next to."

Character is the foundation everything else gets built on. We deliver on our commitments, we own our mistakes the moment we notice them, and we do the right thing whether or not anyone is watching. It's the minimum bar to walk through the door — and we protect it carefully.

Value 02

Earn It Every Day

"There is no parking on Success Avenue. No one is above the work. No one has 'made it.' You prove it today, and then you prove it again tomorrow."

Your seat at this company is something you earn this week, not something you earned three years ago. That's not pressure for pressure's sake — it's the standard required to do the work we're doing at the level our clients deserve. The bar moves forward every week, and we move with it.

Value 03

Leave Them Better

"We are building a company that people are better for having been a part of — as a client, as a lead, as a teammate."

Every person who interacts with us — clients, prospects, teammates, people we'll never see again — should walk away further along than when they found us. Sometimes that means hard conversations and real accountability. We have them anyway, because being useful matters more than being comfortable.

Sound like the kind of standard you want?

We didn't start this company to build a small one. The opportunity in the residential contractor industry is enormous, and the people we're hiring today are the people who get to define what we build into it.

A long game, on purpose

We're not optimizing for the next quarter, the next funding round, or the next exit. We're building the kind of company that, ten years from now, has actually changed the industry it set out to change — and we hire and operate accordingly.

A market with no real ceiling

The residential contractor space is one of the largest, most underserved industries in North America, and the players currently serving it haven't earned the right to keep doing it. The room we have to grow into is essentially uncapped.

Early people define the company

The team we're building right now is the team that's going to set the standard for everything that comes next — culturally, operationally, and financially. If you take a seat in this chapter, you'll have an outsized hand in shaping what gets built from here.

This is the beginning, not the middle. The work is real, the standards are high, and the runway in front of us is massive. If you join us in this chapter, you're not joining a job — you're joining the team that gets to write the rest of the story.

Most careers pages oversell the culture — every workplace becomes a family, every team is collaborative, every job is meaningful. We'd rather tell you how it actually works here, so you can decide whether it's the kind of place you want to spend the next chapter of your career.

Remote, but not casual

We're a fully remote team spread across multiple time zones, which gives us flexibility — but remote isn't a synonym for casual around here. We trust you to deliver, and we expect you to. Async when it works, live when it matters, and always with a sense of urgency that comes from the mission, not from a clock.

Direct feedback, always

We tell each other the truth — kindly, but clearly. If you're someone who wants to be coddled, this won't feel like home. If you're someone who wants to get sharply better at your craft, you'll thrive here. Feedback is treated as a gift, and we give it generously and receive it the same way.

Performance over politics

We've built a company where what you actually do speaks louder than how long you've been here or what your title says. Tenure doesn't earn you anything, titles don't earn you anything. Results, ownership, and the way you show up are the only currencies that matter — and they're available to everyone.

Mission first, always

Every decision we make eventually routes back to one question: does it help more contractors own their own lead generation? If yes, we do it. If no, we don't — even when it would have been easier or more profitable to say otherwise. The mission is the boss, and it never gets overruled.