Account Executive – Managed IT Services

Blue Signal Search; Chicago (IL); Remote; USD 70,000 - 120,000; Full time

Benefits offered by this job

Remote work option

Uncapped commissions

Mentorship from leadership

Modern CRM tools

Sales resources and support

Job summary

Blue Signal Search is seeking an Account Executive focused on accelerating new business in the Chicago market. This role offers a primarily remote arrangement with in-person meetings as needed, and opportunities to build a recurring revenue portfolio in outsourced IT and cybersecurity solutions.

You will develop relationships with business leaders, manage the full sales cycle, and collaborate with technical specialists to deliver measurable business value.

Qualifications

• Proven track record in outbound B2B sales and pipeline development.
• Experience selling managed IT services or technology solutions on a recurring basis.
• Strong understanding of cloud, cybersecurity, networking, and IT services.

Responsibilities

• Drive new customer acquisition in the Chicago market through prospecting, networking, and digital outreach.
• Identify opportunities with business owners and decision-makers for managed IT and cybersecurity services.
• Manage full sales cycle from qualification and discovery to proposal, negotiation and close.
• Position IT and cloud solutions around measurable business value for SMBs and mid-market.
• Develop territory development strategies for the greater Chicago area and expand market presence.
• Collaborate with technical specialists to tailor solutions to customer requirements and nurture long-term relationships.
• Maintain accurate activity, opportunities, and forecasts in Salesforce or equivalent CRM.
• Participate in local events and associations to generate qualified opportunities.
• Hit quarterly prospecting, meeting, pipeline, and revenue targets.

Skills

Outbound B2B Sales

Managed IT Services

Cloud & Cybersecurity

Executive Engagement

Full-cycle Sales

CRM Salesforce

Relationship Building

Tools

Salesforce

Job description

Location: Remote, Chicago, IL

(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.

This Role Offers:

• 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.

Focus:

• 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.

Skill Set:

• 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.