Blue-Pencil Inc. has been a vibrant, family-owned business with long-standing service relationships in Ontario since 2004. The key to our success is our dedication to exceptional five-star client service which extends to the dedication we demonstrate to our employees. Excellence at Blue-Pencil relies entirely on our employees, whose daily reliability transforms our services into invaluable client relationships.

The Outbound Sales team is growing, and they are seeking a driven, field-based Outside Sales Representative to join the team.

Location: Oakville, field-based in and around the GTA

Role Type: Hybrid, the office is relaxed with a friendly team dynamic.

Compensation: Base salary + uncapped commission (on-target earnings ~$80,000+)

Benefits: company paid health and dental, mileage reimbursement, educational opportunities, remote work options, group RRSP with employer match

Our Outside Sales Representatives are the heart of our local business relationships. You are not just selling a service; you are a trusted advisor building long-term partnerships that protect our neighbours' businesses and reputations every single day.

Highlights of the role:

• Connect with prospective clients to introduce Blue-Pencil services
• Meet face-to-face with clients to understand their security and storage needs
• Help our community safeguard their private data from modern security risks
• Guide clients with a professional, consultative sales approach
• Target and drive upsell and cross-sell conversations
• Build credibility in local business communities through consistent field presence
• Manage your assigned territory strategically to maximize revenue growth

Why you’ll love Blue-Pencil:

• Compensation - competitive base salary plus uncapped commission structure
• Ownership of your defined territory with full autonomy and no micromanagement
• Blue-Pencil is a proven service platform with a strong reputation in the GTA
• A reliable Monday-to-Friday schedule with your evenings and weekends completely free
• Working with a supportive team who celebrates your wins and backs your development

If your experiences and interests align with this opportunity, we encourage you to apply! When reviewing candidate profiles, we will be looking for:

• Proven success in cold calling and territory-based selling
• Demonstrated ability to initiate in-person conversations with business owners and decision-makers
• Solid experience with discovery, objection-handling, and closing the sale
• Professional communication skills and an executive presence
• Evidence of a strong “hunter” mindset with resilience and persistence
• Organizational skills and disciplined time management

Candidates must have a valid Ontario Drivers license and auto insurance, an interest visiting client sites more than being in the office, and a competitive nature to win the sale! We ask all applicants to submit their resume and a cover letter letting us know what excites you about this opportunity. This posting is for an existing vacancy, and we look forward to receiving your application.

AI is great for many things, but a human will see your resume if you choose to apply.

Blue-Pencil is an equal opportunity employer and is committed to providing accommodations for people with disabilities. If you require an accommodation, we will work with you to meet your needs during the hiring process.