Account Executive – Managed IT Services

(Local travel and occasional in-person meetings required)

Our client, a growing technology services organization, is seeking a driven Account Executive to accelerate new business development throughout the Chicago market. This is an exciting opportunity for a proven sales professional to take ownership of a high-potential territory, build meaningful relationships with business leaders, and capitalize on increasing demand for outsourced IT and cybersecurity solutions. With an established service portfolio, dedicated leadership support, and significant earning potential, this position offers the opportunity to make an immediate impact while helping shape an expanding sales organization.

• Competitive base salary with uncapped commission.
• Primarily remote work arrangement with flexibility to manage your territory and schedule.
• Opportunity to develop a new business pipeline and establish a strong recurring revenue portfolio.
• Direct access to experienced sales leadership providing mentorship, coaching, and strategic guidance.
• Modern CRM technology, structured sales resources, and collaborative technical support throughout the sales process.

• Drive new customer acquisition through strategic prospecting, cold calling, professional networking, and targeted digital outreach.
• Develop relationships with business owners, financial executives, and operational decision-makers to identify opportunities for managed technology services.
• Manage the complete sales process, including prospect qualification, discovery, solution positioning, proposal development, negotiation, and contract execution.
• Position recurring IT support, cybersecurity, cloud solutions, infrastructure services, and related technology offerings around measurable business value.
• Create and execute territory development strategies focused on small and midsize organizations throughout the greater Chicago area.
• Partner with internal technical specialists to develop solutions that address customer requirements and support long-term relationships.
• Maintain accurate sales activity, opportunity records, and revenue forecasts using Salesforce or comparable CRM platforms.
• Participate in local business events and professional associations to expand market visibility and generate qualified opportunities.
• Consistently achieve prospecting, meeting generation, pipeline development, and revenue performance objectives.
• Share customer insights and competitive intelligence to strengthen sales strategies and improve market penetration.

• Proven success in outbound B2B sales, including prospecting, cold calling, pipeline development, and closing new business.
• Experience selling managed IT services, technology solutions, recurring services, or other consultative B2B offerings.
• Working knowledge of cloud infrastructure, cybersecurity, networking, IT support, and related business technology solutions.
• Strong ability to engage executive decision-makers, identify business challenges, and communicate the value of technology investments.
• Demonstrated expertise in relationship building, consultative selling, negotiation, and full-cycle sales management.
• Self-motivated and results-driven, with the discipline to consistently meet sales activity targets and revenue objectives in a remote environment.
• Experience using Salesforce or comparable CRM platforms to manage opportunities, track sales activities, and maintain accurate forecasts.
• Established professional network within the Chicago business community, with the ability to attend local meetings, customer visits, and networking events.
• Experience selling to small and midsize organizations, preferably across manufacturing, professional services, government, or related industries.