Entry Level Management Trainee

Looking for more than just an entry-level job?

If you’re looking for an opportunity that combines hands-on business experience, professional development, leadership exposure, and real-world sales training, this could be the ideal next step.

Boomerang is currently expanding its Toronto team and is looking for ambitious individuals to join as Entry Level Management Trainees. This opportunity is designed for individuals who want to develop practical experience across customer engagement, sales, campaign operations, and team leadership within a fast-paced, people-focused environment.

Rather than spending months observing from the sidelines, trainees gain direct exposure to live sales campaigns, customer acquisition strategies, and day-to-day business operations from the beginning.

About Boomerang

Boomerang specializes in face-to-face customer acquisition and live promotional sales campaigns representing nationally recognized consumer brands alongside well-known charitable organizations focused on donor acquisition, fundraising, and community awareness.

The company works across retail activations, pop-up events, shopping centres, and community campaigns throughout Toronto, helping organizations grow through direct customer engagement and professional sales communication.

Boomerang’s approach focuses heavily on development, mentorship, and performance-based progression, giving motivated individuals the opportunity to build both sales experience and leadership capability in real working environments.

What You’ll Be Doing

As an Entry Level Management Trainee, you’ll work closely with experienced team leaders while learning the day-to-day operations behind live sales and promotional campaigns.

Your responsibilities will include engaging directly with customers at retail pop-ups, promotional stands, and event-based sales campaigns while developing confidence in face-to-face sales conversations and customer communication.

You’ll gain practical exposure to customer acquisition, sales performance tracking, campaign coordination, and team development. Through daily interactions, you’ll build skills in communication, presentation, sales strategy, and relationship management.

You’ll also learn how campaign leaders manage sales targets, maintain customer experience standards, oversee promotional environments, and support overall campaign performance. As you progress, you’ll gain increasing responsibility and exposure to the management side of live sales operations.

This role combines customer-facing sales experience with structured development in leadership, teamwork, and campaign management.

Key Areas of Experience

• Supporting live customer acquisition and face-to-face sales campaigns
• Working with nationally recognized consumer brands and charitable organizations
• Participating in fundraising and community-awareness campaigns for well-known charities
• Building confidence in professional sales and customer communication
• Learning campaign management, leadership, and team coordination
• Assisting with promotional event setup and campaign operations
• Developing presentation, networking, and relationship-building skills
• Understanding sales performance, customer engagement, and campaign strategy

What You’ll Learn

• Practical face-to-face sales experience
• Customer acquisition and sales communication techniques
• Campaign coordination and promotional event operations
• Leadership and team management fundamentals
• Business development and customer engagement strategies
• Performance tracking and goal setting
• Professional communication and presentation skills
• How live marketing and sales campaigns are managed day-to-day

Who This Role Could Suit

This opportunity is ideal for graduates, career starters, or individuals looking to move into a more professional sales and management-focused environment.

People who succeed in this role are typically motivated, confident communicators who enjoy working with people and are comfortable in fast-paced, team-oriented settings.

Backgrounds in retail, hospitality, sports, customer service, or events often transfer well because of the communication and teamwork skills involved.

Previous sales experience is helpful but not required — Boomerang provides full training, mentorship, and ongoing support.

What Boomerang Offers

• Hands-on experience across live sales and customer acquisition campaigns
• Opportunities to work alongside nationally recognized brands and charities
• Structured coaching, mentorship, and management development
• Practical exposure to campaign leadership and business operations
• A supportive, team-oriented environment focused on growth and progression
• Clear opportunities to progress into leadership and management roles

Apply Today

If you’re looking to build practical sales experience while developing leadership and management skills in a fast-paced environment, Boomerang would love to hear from you.

Apply today to learn more about joining the Toronto team.