Outside Sales Representative - Milwaukee, WI
Milwaukee, Wisconsin
Experience: 0
Category: Sales & Marketing
Contractor Work Model: Hybrid
Brand: System One
Compensation Range: 39600.00 - 92400.00
Job ID: 349081
Date Posted: 04/21/2026
Shortcut: http://jobs.systemone.com/TEeDBq
Job Title: Outside Sales Representative - Milwaukee, WI
Location: Milwaukee, WI
Type: Direct Hire
Contractor Work Model: Hybrid – onsite and remote
Overview
Our client, a global leader in the fintech and payments space, is seeking a dynamic Outside Sales Representative to join their team. In this role, you will work closely with the restaurant industry on an award-winning point-of-sale and business management platform.
This is a high-impact, field-based opportunity for someone who thrives in a fast-paced, quota-driven environment and wants to make a meaningful difference in the way businesses operate and grow.
Responsibilities
- Proactively engage with business owners & restaurateurs within Restaurant Depot, initiating face-to-face conversations to identify their needs and offer tailored solutions.
- Build and nurture relationships by scheduling in-person appointments at clients’ restaurants/businesses to demonstrate the value of Clover and BentoBox solutions for streamlining operations and boosting revenue.
- Drive sales growth by leveraging deep product knowledge to educate potential customers on POS systems and online ordering platforms, converting leads into loyal clients through personalized consultative selling strategies.
- Install Clover systems at client locations and provide hands-on training to ensure smooth integration and optimal use.
- Exemplify the client's core values by upholding the highest ethical standards and fostering genuine connections with clients and colleagues alike.
- This role requires travel within the area, collaborating with Restaurant Depot locations to introduce Clover to restaurant owners.
Requirements
- High School Diploma
- 2+ years of experience in a quota-driven, self-sourcing sales environment, particularly with small to medium-sized clients
- 2+ years of experience cold calling & prospecting
- 2+ years of experience with independently generating leads
- 3+ years of sales experience
- Bachelor’s Degree
System One, and its subsidiaries including Joulé and Mountain Ltd., are leaders in delivering outsourced services and workforce solutions across North America. We help clients get work done more efficiently and economically, without compromising quality. System One not only serves as a valued partner for our clients, but we offer eligible employees health and welfare benefits coverage options including medical, dental, vision, spending accounts, life insurance, voluntary plans, as well as participation in a 401(k) plan.
System One is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, age, national origin, disability, family care or medical leave status, genetic information, veteran status, marital status, or any other characteristic protected by applicable federal, state, or local law.
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