We are an established IT services and consulting firm in the Chicagoland area is on the hunt for a driven IT Sales Executive – Managed Services to help scale our business development efforts. With 15+ years in the MSP industry, we combine personalized service with the resources of a larger network, serving clients across a range of industries with scalable, cutting-edge IT solutions.

We’re looking for a sales professional with an entrepreneurial mindset—someone who thrives in outbound sales, understands the MSP landscape, and wants to grow into a leadership role. If you’re passionate about technology and love building client relationships, this is your opportunity to make a lasting impact.

Key Responsibilities:

• Drive new business through outbound prospecting, networking, and follow-up
• Manage the full sales process—from discovery to close
• Qualify and convert inbound leads generated by marketing
• Build strong relationships with SMBs and understand their IT needs
• Present solutions including managed services, IT support, and consulting offerings
• Track pipeline activity, outreach, and progress using CRM tools
• Work directly with leadership to refine sales strategy and take ownership of growth initiatives
• Position yourself as a trusted advisor and advocate for the client’s success

Who You Are:

• 2 to 5 years of B2B sales experience, ideally within tech, MSP, or SaaS
• Proven success in outbound sales and new client acquisition
• Self-starter with a hunter mentality—you love the chase and the close
• Strong communicator and natural relationship-builder
• Confident using CRM platforms and managing a robust sales pipeline
• Excited about future leadership opportunities in sales
• Collaborative team player who brings fresh ideas and energy

What’s in It for You:

• $70K–$85K base salary plus uncapped commission
• Health, dental, and vision insurance
• Mileage reimbursement for client visits and meetings
• Ongoing mentorship from company leadership
• Supportive, tight-knit team environment
• Warm inbound leads from active marketing campaigns
• High-impact role with room for growth and leadership
• Flexibility to shape your role as the team scales