Careers at Boomerang
Build skills that move with you.
Boomerang is a place to learn sales by doing it. You will have real conversations with real customers, get coached by people who have done the work and take on more responsibility as you prove you are ready.
This is a sales and customer acquisition career. If you like talking to people, enjoy a challenge and want to get better every week, keep reading.
01What the work is
Real conversations, on behalf of real brands.
Our team members speak to customers face to face on behalf of brands. Depending on the campaign, that could happen in a retail location, at an event, in a business setting or at a pop-up.
A typical role involves
- Starting conversations with new people
- Learning what they need and explaining the offer clearly
- Handling questions and objections with confidence
- Asking for a decision
- Tracking your own results and working to improve them
- Taking feedback from your coach and applying it
It is active, social and results-driven. Some days are great. Some days are hard. The people who thrive are the ones who learn from both.
02What working at Boomerang is like
Coached, competitive and team-oriented.
Real coaching
You will not be left to figure it out alone. Coaches work with you directly, on the floor and in debriefs, so feedback is specific and timely.
A competitive environment
Targets are clear and results are visible. We believe healthy competition helps people stretch, and we expect everyone to support their teammates while doing it.
Responsibility that grows
When you are consistent, you get trusted with more. That might mean helping onboard new team members, leading a small group or running part of a campaign.
A team that wants you to win
Energy is contagious. We work with people who are positive, who celebrate each other and who bring something to the room.
03How we train
Learn by doing, with support.
We do not rely on classroom-only training. You build skills through repetition and real conversations, with someone alongside you.
Over time, you learn to
- Ask better questions
- Listen for what matters
- Explain value in plain language
- Stay calm under pressure
- Ask for the sale with confidence
These are skills that stay with you for good.
04Who tends to thrive here
We care more about mindset than resumes.
People who do well at Boomerang usually share these traits:
Competitive
You like to win and you like to improve.
Coachable
You take feedback well and act on it.
Hard-working
You show up and put in the effort, day after day.
Positive
You bring good energy, even when results are slow.
Calm under pressure
You can handle rejection and keep going.
A strong communicator
You can connect with different kinds of people.
You do not need to be loud or outgoing. Some of the best salespeople are great listeners. What matters is that you care about people and that you want to get better.
05What progress looks like
Responsibility is earned.
We believe in developing people from within. But we are honest about how that works. Progress at Boomerang follows a simple path:
Learn the fundamentals
Master the basics of communication, product knowledge and customer conversations.
Show consistency
Deliver results and a strong attitude over time.
Take on more responsibility
Support teammates, contribute to training and lead where you are ready.
Help others improve
Leadership means making the people around you better.
06Roles
Where you might start.
Sales Representative / Customer Acquisition Representative
You will speak directly with customers on behalf of brands, learning communication and persuasion skills through daily practice and coaching. No previous sales experience is required. A positive attitude, a willingness to learn and a strong work ethic are.
Apply Now: Sales Representative / Customer Acquisition RepresentativeTeam Lead and Trainer
You will coach new team members, support campaign execution and help the team meet daily goals. This role suits strong communicators who lead by example and enjoy helping others improve.
Apply Now: Team Lead and TrainerCampaign Manager Trainee
You will learn how to oversee campaign delivery, lead multiple teams and review results. This role is for people with a track record of performance and accountability. It is a fast track to a senior-level role.
Apply Now: Campaign Manager TraineeOperations and Support
You will support recruitment, administration, payroll, logistics and the other behind-the-scenes work that keeps campaigns running.
Apply Now: Operations and SupportInternships and Co-ops
You will get hands-on exposure to sales, campaign setup and team operations. This suits students and recent graduates who want practical experience.
Apply Now: Internships and Co-ops
07What to expect from the process
Clear, quick and respectful.
Apply
Send your resume and a few lines about why you are interested.
First-round screening
A good chance to learn about us and the goals of the company.
Conversation
We will talk about your goals, your experience and the role, and see whether you are a potential match.
Decision
A last few questions, and we will let you know the decision either way.
08FAQ
Frequently asked questions
Is this a sales job?
Yes. The work involves speaking with customers and helping them decide whether to sign up for a product or service.
Do I need experience?
Not for entry-level roles. We train you. What we need is a strong attitude, a willingness to learn and the discipline to keep improving.
Is there a path to management?
There is a path to more responsibility for people who show results, consistency and the ability to help others succeed. It is not automatic. It is earned.
Where will I work?
Our primary market is Toronto. Specific locations vary by campaign and are confirmed for each role.
Next step
Ready to learn, compete and grow?
If this sounds like the right challenge, we would like to hear from you.