> Markdown version of [/jobs/ext/4087515-sr-sales-director-it-managed-services](https://www.wearedevelopers.com/jobs/ext/4087515-sr-sales-director-it-managed-services). Every page supports `.md` or `Accept: text/markdown`. Links point to the HTML versions so they work for humans too. Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # Sr. Sales Director (IT Managed Services) - **Company:** Oakwood Systems Group Inc. - **Location:** Creve Coeur, MO, United States - **Experience:** Expert - **Contract:** Permanent contract - **Skills:** Microsoft Windows, Microsoft Azure, Cloud Computing, Cyber Security, Information Technology Consulting, Information Technology Operations, Microsoft Solutions Framework, Cloud Services, Information Technology Outsourcing, Data Pipelines - **Published:** October 13, 2026 - **Apply:** https://www.indeed.com/viewjob?jk=29c0dd4ee7279eae ## About the Role A demonstrated record of meeting or exceeding quota while selling IT managed services, recurring-revenue solutions, or complex technology services. Experience winning net-new logos and building pipelines, not solely managing an inherited book of business. Success selling to organizations and engaging CIO, CISO, IT, operations, finance, and executive stakeholders. Fluency in managed services economics and sales motions, including MRR/ARR, multiyear agreements, onboarding, service levels, renewals, expansions, and project-to-managed services conversion. Working knowledge of IT operations, cloud, infrastructure, cybersecurity, Microsoft 365, Azure, and modern workplace concepts sufficient to lead to credible discovery. Strong executive presence, commercial judgment, negotiation skills, and written and verbal communication. A disciplined approach to account planning, qualification, pipeline management, CRM hygiene, forecasting, and close planning. The ability to collaborate with technical experts without losing ownership of the business outcome or sales process. Preferred Experience: Experience selling within a Microsoft Solutions Partner, MSP, cloud services, cybersecurity, or IT consulting environment. Established relationships in target markets and a track record of converting those relationships into qualified opportunities. Experience co-selling or partnering with Microsoft sellers, channel partners, referral partners, or technology alliances.