Territory Sales Representative

Canadian Federation of Independent Business • Windsor, ON

1d • CA$85,000 - CA$95,000 • Hybrid

About The Position

Territory Sales Representative – Windsor, ON
On-Target Earnings (OTE): $85,000–$95,000+ annually (base + uncapped commission + monthly bonuses), with top performers exceeding $120K+.
Build a Career That Fits Your Life!
At CFIB, we believe strong results come from people who have the flexibility to succeed both professionally and personally. As Canada’s largest association dedicated solely to small and medium sized businesses, we offer a sales career that provides autonomy, stability, uncapped earning potential, and real work life balance, without evening or weekend selling requirements.
We are currently seeking a motivated and outgoing Territory Sales Representative to join our Windsor team.

Requirements

• 1–3 years of experience in sales or a customer-facing role
• Strong communication skills and the ability to build trust quickly
• Motivated, goal-oriented and comfortable working independently
• Coachable mindset with interest in long term career growth
• Comfortable working in a field-based role
• Valid driver’s license and access to a vehicle

Nice To Haves

• Experience with CRM tools and digital platforms is considered an asset

Responsibilities

• Manage and grow an assigned sales territory in the Windsor area
• Meet with small and medium-sized business owners to understand their needs
• Present CFIB solutions that deliver value, savings, and support while proactively generating leads through cold calling, referrals, walk-ins, and community networking
• Build long term relationships with members
• Follow a proven sales process with coaching and support
• Participate in ongoing training with exposure to leadership development

Benefits

• Total compensation of $85,000–$95,000 annually, including a competitive base salary, uncapped commission, and monthly performance bonuses, with top performers earning $120,000+
• Monthly expense allowance
• Employer-paid health benefits
• RRSP matching program
• Access to employee discount programs
• Paid training, mentorship, and ongoing professional development

What This Job Offers

• Job Type: Full-time
• Career Level: Entry Level
• Education Level: No Education Listed