Sales Director - IT Managed Services

Oakwood Systems Group Inc.

$100K — $150K *
Information Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • Proven success selling IT managed services with a strong track record of meeting or exceeding sales targets.
  • Experience targeting small and mid-market businesses, aligning sales strategies to this specific client base.
  • Strong grasp of IT operations and infrastructure to facilitate effective solution conversations.
  • Competent in leading consultative discovery processes and successfully progressing sales opportunities through the cycle.
  • Exceptional executive presence and communication skills, particularly in developing and delivering presentations and proposals.

Responsibilities

  • Generate, qualify, and close sales opportunities while maintaining a robust pipeline.
  • Utilize comprehensive knowledge of managed services to meet clients' strategic IT requirements.
  • Develop and manage relationships with prospects and engage in account strategy discussions.
  • Create and present impactful proposals to C-level executives, effectively communicating service value.
  • Provide insights into client strategic initiatives, aligning services with their business goals.
  • Respond promptly to inbound client requests for managed services, coordinating resources as necessary.
  • Collaborate with Microsoft as a strategic partner to promote service offerings within their ecosystem.

Benefits

  • Opportunity for professional growth and development in a dynamic industry.
  • Access to resources and support from a leading technology partner (Microsoft).
  • Involvement in strategic planning and execution within a collaborative team environment.
Full Job Description
Description

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.

Key Responsibilities
  • Full-cycle sales ownership: Generate, qualify, and close opportunities through the full sales cycle; build and maintain a healthy pipeline of prospects.
  • Solution-based selling: Apply an in-depth understanding of managed services offerings to address complex and strategic IT needs within client organizations.
  • Relationship development: Discover, develop, and manage business relationships with prospects and customers; lead or participate in account strategy sessions.
  • Executive communication: Create and deliver presentations and proposals to "C" level stakeholders; clearly communicate key benefits and positioning of our managed services.
  • Customer discovery & insight: Provide accurate insight into a prospect's strategic initiatives and buying readiness; map services to business outcomes and priorities.
  • Respond to inbound demand: Respond to existing and prospective client requests for managed services and coordinate internal resources to move opportunities forward.
  • Microsoft partner alignment: Collaborate with Microsoft as a strategic technology partner and represent the company's capabilities and service offerings effectively in the Microsoft ecosystem

Qualifications (Required)
  • 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.


Preferred Qualifications
  • 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.


Success Measures
  • Pipeline creation and coverage (new qualified opportunities, pipeline velocity)
  • Win rate and average deal size for managed services agreements
  • Attainment vs. quota / sales targets
  • Executive meeting volume and proposal activity (C-level presentations delivered)
  • Renewal/expansion growth in managed services accounts (if role includes farming)


Similar Jobs

More Jobs at Oakwood Systems Group Inc.

More Information Technology Jobs

Find similar Sales Director - IT Managed Services jobs: