Territory Sales Representative

Territory Sales Representative – Regina, SK

Retention bonus up to $3,000. Total earning potential $85,000 – $95,000+ annually (base salary + uncapped commission + monthly performance bonuses).

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 Regina team. This role is ideal for someone early in their sales career or looking for a career change in sales who wants structured development, strong income potential, and a clear path into future leadership, while still maintaining flexibility and independence, day to day.

• Daytime, weekday schedule focused on local businesses
• Manage your own territory with a high level of independence
• Uncapped commissions with predictable earning potential
• No cold call evenings or retail hours
• Established brand with strong credibility among business owners
• Structured training and long‑term career growth opportunities

Successful new hires are eligible for a retention bonus of up to $3,000, paid as follows: $1,000 after 1 month of employment, $1,000 after 3 months and $1,000 after 6 months of continued employment with CFIB.

• Manage and grow an assigned sales territory in the Regina area
• Meet with small and medium‑sized business owners to understand their needs
• Present CFIB solutions that provide value, savings, and support
• Develop new business through prospecting and referrals
• Build long‑term relationships with members
• Follow a proven sales process with coaching and support
• Participate in ongoing training with exposure to leadership development

• 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
• Experience with CRM tools and digital platforms is considered an asset
• Valid driver’s license and access to a vehicle

• Total compensation of $85,000 – $95,000+ annually, with uncapped earning potential
• Base salary plus commission and performance bonuses
• Monthly expense allowance
• Employer‑paid health benefitsRRSP matching program
• Access to employee discount programs
• Paid training, mentorship, and ongoing professional development

CFIB is Canada’s largest association of small and medium‑sized businesses. We advocate on behalf of over 100,000 business owners across the country, providing them with resources, advice, and support to help them succeed. Our culture values accountability, flexibility, collaboration, and continuous improvement. Many of our leaders began their careers in sales roles just like this one.

If you are looking for a career where your effort directly impacts your earnings, your schedule supports work life balance, and your growth is supported long term, we encourage you to apply.

CFIB is committed to providing accommodations throughout the recruitment process and during employment.

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