Sales Manager in Training

Posted Friday, February 6, 2026 at 5:00 AM

Number of Open Positions: 1

Location: Windsor, ON

Type: Full-Time

Compensation Range: $85,000 – $95,000 annually

Are you a rising star in sales, ready to level up your career? CFIB is on the hunt for an energetic, ambitious, and driven individual who thrives on challenges, innovation, and growth. If you're passionate about helping small and medium-sized businesses (SMBs), love connecting with people, and want to be part of a team that makes a real impact, this role is for you.

What You’ll Be Doing:

• Learn, grow, and lead: Start with a hands-on sales role while receiving structured leadership training and mentoring from experienced managers.
• Develop relationships with SMB owners, understand their challenges, and provide tailored solutions that matter.
• Drive new business development and grow your own territory with entrepreneurial ownership.
• Master sales strategies, tools, and tech as you prepare to become a future Sales Manager.

What We're Looking For:

• Sales Superstar: You have 1–3 years of sales or customer-facing experience and a proven ability to meet or exceed goals.
• People Connector: You’re approachable, outgoing, and naturally build strong relationships with clients.
• Entrepreneurial Spirit: You’re motivated by purpose, eager to help small business owners, and thrive in dynamic environments.
• Coachable & Curious: You’re open to feedback, love learning, and take initiative to grow your skills.
• Tech-Savvy: Comfortable with CRMs, iPads, digital presentations, and using tech to optimize the sales process.
• Driven & Goal-Oriented: You chase results and love to win, both independently and as part of a team.
• Mobile & Flexible: You have a valid driver’s license, access to a vehicle, and are ready to be on the move in your territory.

Why CFIB?

• Career Growth : Fast-track your way to leadership.
• Training & Support : Hands-on learning with some of the best in the business. Tools and tech to succeed (CRM, tablet, training resources).
• Flexibility : Independence to work your way, backed by a supportive team.
• Competitive Pay & Benefits : Competitive base salary + uncapped commissions + quarterly bonuses.
• Purpose-Driven Work : Make an impact by supporting small businesses.

Ready to Join Us?

As Canada’s largest association of small and medium-sized businesses, CFIB is in business to provide independent businesses with the resources they need, to give them more value, and to have their voice heard at all levels of governments.

If you’re passionate about sales, love a challenge, and want to grow into a leadership role, we’d love to hear from you. 🚀 Apply today and find out why over 90% of our employees agree that CFIB is a great place to work!

CFIB has a diverse workforce. We believe in and are committed to a workplace culture of respect, inclusion, and diversity. CFIB is committed to providing accommodation for people with disabilities through the interview process and while employed. If you require accommodation, please let us know and we will work with you to meet your needs.

🎉 Be the change and join us! Let’s shape the future together.

#J-18808-Ljbffr