Account Executive - Waukesha, Wisconsin

THE COMPANY

Our client is a growing managed IT services provider helping small and mid-sized businesses improve technology, cybersecurity, and overall efficiency.

Serving the Greater Milwaukee area, the company provides IT support, cloud solutions, cybersecurity, and strategic technology guidance. They are known for strong client relationships and a consultative, service-driven approach.

THE JOB

The Account Executive will focus on generating new business and building a book of clients from the ground up. This is a true hunter role centered on networking, outbound prospecting, relationship building, and face-to-face sales. You’ll work directly with business owners and senior decision-makers across Milwaukee, uncover technology needs, and close recurring managed service agreements.

Key Responsibilities

• Generate new business through networking, referrals, and outbound prospecting
• Attend local networking and business events
• Build relationships with business owners and senior decision-makers
• Conduct discovery around IT, cybersecurity, cloud, and technology needs
• Coordinate IT and cybersecurity assessments
• Present tailored managed service solutions
• Manage the full sales cycle from outreach through close
• Build and maintain a strong pipeline

THE QUALIFICATIONS

• 2+ years of face-to-face B2B sales experience
• Proven success generating net-new business
• Experience building pipeline through networking and outbound prospecting
• Comfortable selling to business owners and senior decision-makers
• Strong full-cycle sales and closing skills
• Comfortable attending frequent in-person events
• Located near the Greater Milwaukee area

Preferred backgrounds include:

• Managed IT services / MSP sales
• Telecom or managed communications
• Managed print services
• Cybersecurity or cloud solutions
• Other recurring B2B service-based sales
• SMB sales experience preferred

THE BENEFITS

• Base salary: $50,000–$75,000
• Year 1 OTE: $85,000–$90,000
• Year 2 earning potential: $115,000–$125,000+
• Uncapped commission
• Company vehicle
• Medical, dental, and vision insurance
• 401(k)
• 15 days PTO
• Company-funded sales tools
• Paid networking memberships and business development expenses