Sales Representative Jobs in Madison, WI

Outside Technology Sales – Build an A.I.-Proof Career with Unlimited Income

Are you self-motivated, competitive, and driven to build a career where your income reflects your hustle?

Want a profession that won’t be replaced by A.I. as customers will always need a hands on, trusted sales advisor who can build relationships, solve problems, and close deals?

Are you tired of selling a product once, getting paid once, and watching someone else collect the recurring revenue?

What if you could build a book of business that pays you year after year?

If that sounds like the career you want, keep reading.

We are hiring two ambitious Outside Technology Sales Representatives to sell the future of business technology to organizations throughout Southern Wisconsin. You’ll help companies leverage cybersecurity, cloud solutions, managed IT services, infrastructure upgrades, and A.I.-enabled technologies to become more secure and productive.

This is not a dead-end sales job. This is a long-term, high-income career where you build recurring residual commissions that compound over time. Imagine waking up on January 1st with commissions already earned before making your first call of the year.

Why This Opportunity Stands Out:

• Sell cutting-edge technology including cybersecurity, managed IT, cloud, and A.I.-driven solutions
• Build residual monthly commissions that continue long after the initial sale
• Paid professional sales and technology training
• Unlimited earning potential
• Work directly with customer IT, Office Managers, Owners and Executives
• Develop a highly valuable, future-proof career skill set

What You’ll Do:

• Complete our paid onboarding and sales training program
• Prospect new business through cold calling, email, networking, and referrals
• Build and manage your own sales territory
• Work company
• Meet with business decision-makers
• Create quotes, proposals, and technology recommendations
• Close new contracts and projects
• Maintain strong customer relationships that generate recurring commission income

What We’re Looking For:

• 1–5 years of successful sales experience is preferred but no required
• Highly competitive, self-motivated, organized, self-managed and goal-oriented
• Strong communication and relationship-building skills
• Comfortable learning about technology and explaining it to business leaders
• Organized, detail-oriented, and persistent
• Proven track record of finding and closing deals

Compensation and Benefits:

• Competitive base salary
• Uncapped commission
• Residual recurring commissions
• Long-term annuity-style income
• Paid training and professional development
• 401K with company matching
• Health and Dental Insurance with Vision Discount Program
• Hybrid Work-from-home opportunities
• Competitive PTO accruals

Top performers can build substantial six-figure incomes as their recurring commission base grows each year!

About Us:

DirectNetworks is an entrepreneurial IT company founded in 1999 that provides Cloud and Managed IT Services to customers regionally. DirectNetworks has built its business model and reputation around above-and-beyond customer support. As an organization, we are proud to be large enough to support the careers of our staff in advanced IT technologies and sales, but remain small enough to be a happy and professional, yet non-corporate environment.

Launch Your Career

If you want a high-energy career where your effort directly determines your income, and you’re excited about selling technology that businesses rely on every day, we want to hear from you.

Apply today and start building an A.I.-proof sales career with unlimited earning potential.

Equal Opportunity Employer.

Job Type: Full-time

Pay: $50,000.00 - $110,000.00 per year

Benefits:

• 401(k)
• 401(k) matching
• Cell phone reimbursement
• Dental insurance
• Health insurance
• Mileage reimbursement
• Paid time off
• Paid training
• Work from home

Work Location: Hybrid remote in Madison, WI 53713