Enterprise Technology Services Sales Executive

Full Time
Downers Grove, IL
Posted 2 weeks ago

Enterprise Technology Services Sales Executive

The Opportunity

This is a hunter-focused enterprise technology sales role for a growth-minded professional who thrives on creating opportunities where none previously existed. The ideal candidate has a strong network of U.S. mid-market business and technology leaders, excels at consultative selling and has a proven track record of closing professional services and managed services engagements with sales cycles typically ranging from 60 to 120 days.

In this role, you will drive net-new business, develop strategic client relationships and position Cloud 9 Infosystems as a trusted advisor for cloud, infrastructure, cybersecurity, managed services, AI, automation and digital transformation initiatives.

Key Responsibilities

New Business Development & Hunting

  • Generate and close new business opportunities across the United States.
  • Build a strong pipeline through proactive prospecting, networking, referrals, strategic partnerships and executive outreach.
  • Identify organizations with cloud modernization, managed services, cybersecurity, AI and digital transformation initiatives.
  • Consistently achieve and exceed revenue and gross margin goals.

 

Executive Relationship Management

  • Build trusted relationships with mid-market decision-makers, including CIOs, CTOs, CISOs, Vice Presidents of IT, infrastructure and operations leaders and business executives sponsoring transformation initiatives.
  • Become a trusted advisor who understands both business objectives and technology challenges.
  • Leverage existing relationships and industry networks to accelerate sales opportunities.

 

Consultative Services Selling

  • Lead consultative sales engagements from discovery through contract execution.
  • Navigate sales cycles typically ranging from 60 to 120 days.
  • Collaborate with Cloud 9 architects, engineers, delivery leaders, and Microsoft partner resources to develop winning solutions.
  • Present compelling business cases focused on ROI, operational efficiency, risk reduction and measurable business outcomes.

 

Cloud & Managed Services Growth

  • Position Cloud 9 Infosystems’ portfolio, including Azure Migration & Modernization, Azure Managed Services, Microsoft 365 Services, Security & Compliance Solutions, Data & AI Solutions, Agentic AI and Automation Services and Infrastructure & Managed IT Services.
  • Develop strategic relationships with Microsoft and hyperscaler partner teams to identify co-sell opportunities and leverage partner funding programs.

Required Qualifications

Required Experience

  • 7+ years of successful technology sales experience selling IT consulting services, professional services, managed services, cloud transformation solutions or digital transformation engagements.
  • Demonstrated success securing new logos and generating net-new revenue.
  • Proven history of achieving or exceeding annual sales quotas.
  • Experience managing multiple opportunities simultaneously through a structured sales process.
  • Strong executive presence and exceptional communication skills.

 

Preferred Experience

  • Experience selling Microsoft Azure, AWS, or Google Cloud Platform (GCP) solutions.
  • Understanding of cloud migration, modernization, managed services, data, AI, cybersecurity and infrastructure solutions.
  • Familiarity with Microsoft partner programs, co-sell motions and cloud consumption initiatives.
  • Existing network of U.S. mid-market decision-makers across multiple industries.

 

Core Competencies

  • Relentless hunting mentality and strong prospecting skills.
  • Executive-level relationship building and consultative solution selling.
  • Ability to lead business value, ROI, risk reduction, and outcome-driven conversations.
  • Strong negotiation, closing, pipeline management, and forecasting capabilities.

Entrepreneurial mindset, self-motivation, and ability to succeed in a fast-growing technology services organization.

Ideal Candidate Profile

The ideal candidate is a proven technology services hunter with an established network of U.S. mid-market CIOs and IT leaders who can create opportunities, build trust quickly, and consistently close Azure, AWS, managed services, and digital transformation engagements valued between $100,000 and $1,000,000+.

Why Cloud 9 Infosystems

At Cloud 9 Infosystems, our success is built on long-term relationships, technical excellence, and a commitment to customer outcomes. Clients gain access to an experienced team with deep expertise across cloud, security, managed services, AI, and enterprise technology transformation.

  • Sell relevant, in-demand cloud, managed services, cybersecurity, and AI services.
  • Leverage strong Microsoft partnerships, co-sell opportunities, and market presence.
  • Work alongside experienced architects, engineers, and delivery teams.
  • Make a significant impact on the growth of the organization.
  • Participate in an attractive compensation plan with uncapped earning potential.
Job Snapshot

Position:
Enterprise Technology Services Sales Executive

Company:
Cloud 9 Infosystems

Location:
Downers Grove, Illinois

Role Type:
Full Time

Experience Level:
7+ years in technology services, cloud consulting, managed services, or digital transformation sales

Sales Focus:
New business development, enterprise technology services, cloud consulting, managed services, cybersecurity, AI, automation, and digital transformation

Ideal Candidate:
A hunter-focused sales professional with a strong U.S. mid-market executive network and proven ability to close complex consulting and managed services engagements

Typical Sales Cycle:
60 to 120 days

Compensation:
Attractive compensation plan with uncapped earning potential

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16 Year Microsoft Partner Cloud 9

16+ Years of Partnership 🎉

For over 16+ years, Cloud 9 Infosystems has maintained a strong and enduring partnership with Microsoft—delivering enterprise-grade solutions across cloud, AI, and data platforms. As a Microsoft Designated Solutions Partner, we have consistently enabled organizations to modernize their infrastructure, enhance operational efficiency, and accelerate innovation. This collaboration reflects our shared commitment to driving digital transformation with integrity, expertise, and forward-thinking solutions. As we look to the future, Cloud 9 remains dedicated to empowering businesses through trusted technology and measurable outcomes.

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