Territory Sales Representative

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 strong 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

Manage and grow an assigned sales territory by meeting with small and medium-sized business owners to present value-driven solutions. Proactively generate leads through cold calling, referrals, walk-ins, and community networking while building long-term member relationships.

Requires 1–3 years of experience in sales or a customer-facing role with strong communication and trust-building skills. Candidates must be goal-oriented, comfortable working independently in a field-based role, and possess a valid driver’s license.

• Uncapped commission • Monthly performance bonuses • Monthly expense allowance • Employer-paid health benefits • Employee Assistance Program • RRSP matching program • Employee discount programs • Paid training • Mentorship • Professional development

Identified from the job description. Confirm important requirements above.

• Sales
• Customer-facing
• Communication
• Relationship building
• Lead generation
• Cold calling
• Networking
• CRM tools
• Digital platforms
• Goal-oriented
• Time management
• Negotiation
• Sales Territory Management
• Accountability
• Advocacy
• Valid Driver's License
• Customer Relationship Management
• Cold Calling
• Continuous Improvement Process
• Selling Techniques
• Leadership Development
• Mentorship
• Relationship Building
• Coaching
• Sales Process
• Goal-Oriented

• Sales
• Consulting
• Management & Leadership
• Territory Sales Representative
• Territory / Regional Sales Representative
• Commercial Sales Representatives
• Sales Representatives, Wholesale and Manufacturing, Technical and Scientific Products

Minimum experience

0+ years

Posting language

English

Working hours

40 hours per week