Sales Director - IT Managed Services

Oakwood Systems Group Inc. • St. Louis, MO

2d

About The Position

The Sales Director – IT Managed Services, is responsible for driving revenue growth by selling managed services offerings to small and mid‑market and/or enterprise clients. This role owns the full sales cycle—prospecting, discovery, solution positioning, proposal development, and close—while partnering with managed services leadership to support go‑to‑market strategy, product positioning, and client engagement.

Requirements

• Proven success selling IT managed services with a demonstrated ability to meet/exceed sales targets.
• Demonstrated track record of selling managed services to small and mid‑market businesses (or similar client base aligned to your organization).
• Strong understanding of IT operations and infrastructure concepts to support credible discovery and solution conversations.
• Ability to lead consultative discovery, position value, and progress opportunities from initial contact to close (full-cycle).
• Strong executive presence and communication skills, including proposal/presentation development and delivery.

Nice To Haves

• Experience selling Microsoft-aligned services such as Microsoft 365/O365, Azure, SharePoint, SQL, and related managed services.
• Experience working with or within a Microsoft Solutions Partner environment and partnering alongside Microsoft.

Responsibilities

• Generate, qualify, and close opportunities through the full sales cycle; build and maintain a healthy pipeline of prospects.
• Apply an in‑depth understanding of managed services offerings to address complex and strategic IT needs within client organizations.
• Discover, develop, and manage business relationships with prospects and customers; lead or participate in account strategy sessions.
• Create and deliver presentations and proposals to “C” level stakeholders; clearly communicate key benefits and positioning of our managed services.
• Provide accurate insight into a prospect’s strategic initiatives and buying readiness; map services to business outcomes and priorities.
• Respond to existing and prospective client requests for managed services and coordinate internal resources to move opportunities forward.
• Collaborate with Microsoft as a strategic technology partner and represent the company’s capabilities and service offerings effectively in the Microsoft ecosystem

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed