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Job Title: Full-Cycle IT Sales Representative – Southeastern Wisconsin

Location: Greater Milwaukee Area

Pay: $55,000–$65,000 base + commission | Target OTE $85,000+ | Uncapped
Job Type: Full-time | In-Person

About Centurion Data Systems

For over 30 years, Centurion Data Systems, based in Pewaukee, has been a trusted Managed Service Provider (MSP) serving businesses throughout Southeastern Wisconsin. We specialize in IT management, cybersecurity, and compliance, partnering with manufacturers, professional services, and contractors to keep their technology running smoothly and their data secure. As a stable, locally owned company, not a startup or high-pressure call center, we take pride in building genuine relationships, delivering honest results, and supporting our clients with unmatched technical expertise.

Your Role & Responsibilities

As a Sales Representative at Centurion, you’ll play a key role in helping Southeastern Wisconsin businesses stay secure and productive. You’ll:

• Generate new business opportunities throughout the Greater Milwaukee area — no overnight travel required
• Build relationships by attending networking events, chamber meetings, and local business groups
• Manage the entire sales process from prospecting and discovery through proposal, closing, and handoff to our service team
• Collaborate with marketing and leverage ongoing campaigns, materials, and events to support lead generation
• Partner with sales engineers and technical experts to ensure accurate scoping and seamless client onboarding
• Maintain detailed records of activities, opportunities, and follow-ups in the CRM
• Consistently meet and exceed activity and revenue goals while representing Centurion with professionalism and integrity

What We Offer

At Centurion, we reward results and take care of our team.

• Competitive pay: $55K–$65K base + commissions, realistic OTE $85K+, uncapped earning potential
• Travel covered: Mileage reimbursed monthly, so you never pay out of pocket
• Comprehensive benefits:
• Paid Time Off (PTO) & paid holidays
• Health insurance with partial employer contribution for you and your family
• Dental insurance fully covered by Centurion
• Health Savings Account (HSA) with employer contribution
• Life insurance & long-term disability fully paid by Centurion
• Support & growth: Structured onboarding, mentorship from senior reps and engineers, clear career path to Account Executive or Senior Sales
• Schedule: Monday–Friday, daytime business hours, with occasional evening or weekend event attendance

Join a stable, locally owned MSP and grow your career while helping Southeastern Wisconsin businesses stay secure and productive.

What We’re Looking For

We’re seeking motivated sales professionals who are ready to grow their careers and make an impact in Southeastern Wisconsin. You’ll thrive in this role if you:

• Have 0–3 years of B2B, inside, or outside sales experience — we provide training for motivated career-changers
• Communicate clearly and stay organized in every interaction
• Enjoy networking and building relationships with local business owners
• Are driven, accountable, and eager to learn consultative selling
• Have a curiosity for technology and a willingness to learn about IT, cybersecurity, and managed services
• Solve problems creatively and recommend solutions that meet client needs
• Are self-motivated, goal-oriented, and comfortable managing your own sales pipeline
• Build and maintain long-term client relationships
• Collaborate effectively with engineers, marketing, and other team members
• Adapt easily, handle challenges professionally, and persist to achieve results
• Present yourself professionally while representing a stable, trusted company
• Live within 60 miles of Pewaukee, WI

Join us if you’re ready to grow your skills, build meaningful client relationships, and help Southeastern Wisconsin businesses stay secure and productive.

Apply: Send your resume to careers@cendatsys.com with subject “Full-Cycle IT Sales Representative.”