Outside Sales Representative (B2B Technology)

About the role

Location: Madison, WI. Full‑time sales position at James Imaging Systems, a $45M technology company family‑owned since 1977, growing at twice the industry average with a 92.6% client retention rate.

Pay

$100,000 – $250,000 On Target Earnings (base + uncapped commissions). No decelerator or cliff.

Benefits

• Health insurance
• Dental insurance
• Vision insurance
• 401(k) match
• Paid time off (PTO)
• Car allowance
• Phone
• Laptop
• President's Trips
• Spiff Programs
• Training Program

Responsibilities

• Generate your own pipeline by prospecting your territory weekly (net‑new hunting).
• Partner with businesses to find the right solutions for their desired outcomes (consultative selling).
• Inherit and grow an existing book of business.
• Manage multiple deals simultaneously, with typical sales cycles of 30–90 days.
• Leverage technical specialists (service, solutions, production experts) who join you at client meetings.
• Drive your income through uncapped commission; your effort determines your earnings.
• Participate in ongoing training and skill development to stay competitive.
• Aim for President’s Club qualification (e.g., Hawaii trip) by hitting your number.

Requirements

• Valid driver’s license and a reliable vehicle for daily territory travel.
• Ability to pass an MVR check after a conditional offer (reviewed individually).
• Must pass a criminal background check and drug screening prior to starting work.

Skills

• Net‑new hunting – ability to generate your own pipeline through weekly prospecting.
• Consultative selling – partnering with businesses to identify solutions that meet their desired outcomes.
• Proven track record of sales results that you can discuss in real numbers.