Enterprise Technology Services Sales Executive

Cloud 9 Infosystems, Inc.; Downers Grove (IL); On-site; USD 100,000 - 1,000,000; Full time

Benefits offered by this job

Uncapped earning potential

Collaborative, high-growth environment

Job summary

Cloud 9 Infosystems is hiring an Enterprise Technology Services Sales Executive to drive net-new business across the United States, focusing on cloud, cybersecurity, managed services, AI, and digital transformation initiatives.

The role requires 7+ years in technology sales, a strong mid-market network, and a proven track record of closing complex consulting and managed services engagements with 60–120 day sales cycles.

Qualifications

• 7+ years of successful technology sales experience selling IT consulting, professional and managed services.
• Proven history of securing new logos and revenue growth.
• Strong executive presence and exceptional communication skills.

Responsibilities

• New Business Development & Hunting: generate and close opportunities nationwide.
• Executive Relationship Management: build trusted CIO/IT leader relationships.
• Consultative Services Selling: lead discovery through contract and ROI discussions.
• Cloud & Managed Services Growth: position Azure/Microsoft 365, security, data and AI solutions.

Skills

Hunter mindset

Executive relationships

Negotiation & closing

Pipeline management

Job description

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

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