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outside sales representative

Title posted on indeed.com - Inside Outside Sales Representative

Posted on June 08, 2026 by Employer details Wearables.ca

Job details

*Company:* Wearables.ca *Location:* Ajax, ON (Hybrid / Road Sales across the Durham Region & GTA) *Position Type:* Full-Time, Permanent *About Wearables.ca* Based in Ajax, Ontario, Wearables.ca is a growing corporate apparel and promotional branding specialist. We help businesses across Canada bring their brands to life through high-quality custom apparel, corporate uniforms, and promotional merchandise. We are looking for a hungry, driven, and highly communicative Sales Representative to join our team. If you are looking for a sales environment with direct mentorship, a clear path to high six-figure earnings, and an uncapped commission structure where your hard work directly scales your paycheck, let?s talk. *Compensation & Financial Upside* * *Base Salary:* $50,000/year + commision * *Year 1 Expected On-Track Earnings (OTE):* $65,000 (Base + realistic Year 1 commissions) * *Year 2 Expected OTE:* $75,000+ * *Uncapped Potential:* Our commission is completely uncapped, the more clients you obtain the more commission you make. *Benefits & Long-Term Incentives* * *RRSP Matching:* 3% company matching program kicking in at your 6-month mark. * *Vehicle Allowance:* Full mileage reimbursement matching the current CRA automobile allowance rates for all business-related client travel. * *Health & Wellness:* Graduation to a fully funded, tax-free *myHSA Health Spending Account* at your 12-month anniversary milestone to cover your medical, dental, and vision needs. *What You Will Do* * *Prospect & Close:* Actively source, pitch, and close new business accounts across the GTA to build your custom book of business. * *Account Management:* Act as the trusted brand consultant for new clients and assigned Wearables.ca house accounts, managing orders from initial quote to final delivery. * *Consultative Selling:* Meet with local businesses, understand their branding/apparel needs, and deliver tailored product solutions. * *Local Travel:* Balance your time between our Ajax showroom and hitting the road to meet clients face-to-face. *What We Are Looking For* * *The Sales Drive:* 1?3 years of sales experience (B2B, industrial, retail, or hospitality) with a proven track record of hitting targets and handling rejection with a positive attitude. * *Relationship Builder:* Excellent verbal and written communication skills. You know how to build rapport quickly over the phone, via email, and in person. * *Organization:* Strong time-management skills to balance outbound prospecting with active order management. * *Tech Savvy:* Comfortable with GSuite, Adobe Illustrator or similar artwork software is an asset * *Logistics:* Must possess a valid Ontario Driver's License and have regular access to a reliable, insured vehicle for local client visits. *To Apply:* Submit your resume along with a brief note detailing your favorite or most successful sales win to date. Pay: $50,000.00-$75,000.00 per year Benefits: * Mileage reimbursement * RRSP match Application question(s): * Do you have a valid Ontario Driver's License and regular access to a reliable, insured vehicle. Work Location: In person