Sr. Outside Sales Representative — Office Equipment & Document Solutions

As an Outside Sales Representative, you will sell digital color presses, copiers, printers, scanners, and managed print and IT services to small and mid‑size businesses across the Greater Toronto Area and surrounding region, up to 200km from the Markham office. You will be selling to Controllers, Purchasing Managers, and business owners and senior leadership at companies ranging from law firms and accounting practices to manufacturers and print shops.

This role is 50% new business development and 50% account management — you will be responsible for generating new clients while managing and renewing contracts for an existing account base. Leads come from a mix of company‑supplied warm leads and lists (approximately 50%) and self‑prospected pipeline (approximately 50%). This is a field‑based, hybrid role reporting directly to the company’s sales partner.

The base salary is $60,000 – $65,000 CAD, plus commissions and bonuses.

COMPENSATION & BENEFITS

$65,000 – $80,000 CAD base salary (based on experience), plus commissions and bonuses

Year 1 OTE: $70,000 – $120,000 CAD (Year 1 quota: $300,000)

Year 2 OTE: $90,000 – $150,000 CAD (Year 2 quota: $500,000)

Uncapped commission — no ceiling on earnings

Quarterly milestone bonuses: $1,500 at $125,000 quarterly sales, $3,000 at $150,000

Annual quota bonus: $5,000 at $500,000 annual sales, plus $1,000 for every additional $50,000 beyond quota

Large deal bonus: $1,000 per deal exceeding $100,000

New client bonus: $500 for new clients with contracts or sales exceeding $25,000

Company‑paid health benefits (medical, dental, extended health, life insurance)

$600–$700/month vehicle allowance (confirm current amount at interview)

407 ETR transponder provided

Laptop and cell phone provided

Business expense account

Stock or stock options

President’s Club Trip Awards

Employee recognition program

10 vacation days + 2 personal days per year

Career advancement — area team leader and sales manager paths available within Year 1 for the right candidate

Performance reviews: monthly, quarterly, and annually

THE COMPANY & CULTURE
Our client was founded in 2007 and is a privately held partnership with 13 employees, headquartered in Markham, Ontario. They are in scale‑up mode, growing at 25 to 50% per year. They distribute and service digital color presses, office copiers, printers, scanners, and document management solutions, and provide managed print services, IT support, and supply and service for all equipment sold.

They carry over $1,000,000 in parts and supplies inventory, enabling rapid client response and minimal equipment downtime. Clients include businesses in the legal, accounting, manufacturing, education, and commercial printing sectors across the Greater Toronto Area.

The culture is results‑driven and lean. Leadership is accessible and direct. Sales reps operate with a high degree of independence — the expectation is that you are in the field building your pipeline. The primary team touchpoint is a Monday morning pipeline review meeting. If you produce results, you will be recognized and rewarded. Career advancement to team leadership is a real path for high performers.

OFFICE LOCATION & SALES TERRITORY

Head Office:
Markham, Ontario

Work arrangement:
Hybrid field‑based — client‑facing days in the field, administrative and home‑office days when not visiting clients

Mandatory:
Monday morning in‑office meeting at Markham HQ for pipeline review

Sales territory: GTA and surrounding area, up to 200km from the Markham office

Territory split:
No formal east/west boundary at time of hire; territory division anticipated once the full team is in place

Working days:
Monday to Friday, 40 hours per week

Evening or weekend client calls:
Not required

Overnight travel:
None required

EXPERIENCE, BACKGROUND & EDUCATION REQUIREMENTS

3 to 10 years of B2B outside sales experience

Minimum 1 to 2 years of direct industry experience selling office equipment, copiers, printers, digital color presses, managed print services, or document solutions — required, not preferred

Demonstrated track record of self‑generated new business — must be able to show a history of opening new accounts, not only managing existing ones

Exper…