Territory Sales Representative – Regina, SK

On-Target Earnings (OTE): $85,000–$95,000+ annually (base + uncapped commission + monthly bonuses), with top performers exceeding $135K+

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.

Why Candidates Choose CFIB?

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 solid credibility among business owners

Structured training and long-term career growth opportunities

What You Will Be Doing?

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 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

Who Succeeds in this Role?

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

What Will You Receive?

You will earn total compensation of $85,000–$95,000 annually, including a competitive base salary, uncapped commission, and monthly performance bonuses, with top performers earning $135,000+

Monthly expense allowance

Employer-paid health benefits

Employee Assistance Program

RRSP matching program

Access to employee discount programs

Paid training, mentorship, and ongoing professional development

About CFIB

CFIB is Canada’s largest association of small and medium-sized businesses. We advocate on behalf of over 103,000 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.

Apply Today!

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

Accessibility

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

CFIB may use artificial intelligence (AI) tools to support the screening and evaluation of applications. All applications are reviewed by a member of our Talent Acquisition team, and all hiring decisions are made by people.

#INDENG

📌 Territory Sales Representative (Regina)
🏢 Canadian Federation of Independent Business
📍 Regina