Demo

IT Manager / Technology Operations Leader

The Midtown Group
Annapolis, MD Full Time
POSTED ON 10/23/2026
AVAILABLE BEFORE 11/21/2026

We are actively interviewing for the following job. If interested please apply now.


About the Opportunity

We are at a pivotal point in our growth across the Mid-Atlantic region and are one year into a strategic, three-year enterprise replatforming and modernization initiative. Reporting directly to the Chief Technology Officer, the IT Manager / Technology Operations Leader will play a crucial role in directing day-to-day IT service delivery, overseeing our Help Desk and Field Services teams, and elevating our network and cybersecurity posture across our corporate headquarters and regional operating facilities.


We are looking for a modern, people-first leader. You will inherit a capable, energetic team and be tasked with mentoring them, building out their career paths, and creating a safe environment to learn, innovate, and grow—all while ensuring our multi-site infrastructure is secure, enterprise-grade, and built for scale.


Please note: This role requires working on-site in Annapolis, MD. If you are open to a hands-on leadership opportunity in the Annapolis area, we would love to speak with you.


What You Will Do


Team Leadership & Talent Development


  • Lead Operations Teams: Direct, mentor, and develop our internal Help Desk (Tier 2/3), Field Services, and Systems Administration staff.
  • Foster a Growth Culture: Lead with a modern, collaborative management style. Maintain a skills matrix to guide cross-training, build structured career progression, and empower team members in both technical execution and soft skills.
  • Vendor & Partner Oversight: Manage third-party Managed Service Providers (MSPs), implementation partners, and external vendor contracts to ensure high-quality delivery.
  • Bridge Business & Tech: Act as a translator between technical teams and business stakeholders, promoting a culture of customer service excellence and accountability.


Cybersecurity, Network Remediation & Governance

  • Elevate Security Posture: Drive critical security remediation projects, including structuring user groups, enforcing Role-Based Access Control (RBAC), Multi-Factor Authentication (MFA), and least-privilege principles.
  • Compliance & Risk: Align enterprise infrastructure with industry security frameworks (NIST CSF, CMMC, ISO 27001) and cyber-insurance standards.
  • Business Continuity: Oversee disaster recovery planning, backup verification, and rapid incident response to minimize downtime and Mean Time to Respond (MTTR).


Infrastructure & Enterprise Systems Management

  • Multi-Site Connectivity: Oversee hybrid-cloud (Microsoft Azure) and physical network infrastructure across corporate offices, production plants, quarries, and regional sites, ensuring reliable WAN/LAN connectivity.
  • System Uptime: Ensure high availability ($\ge 99.9\%$ uptime) for core cloud and enterprise platforms, including ERP systems (Trimble Viewpoint Vista), dispatch/batching software (Command Alkon), Microsoft 365, Databricks, and Power BI.
  • Field & Site Support: Partner with regional operations and plant managers to ensure seamless support for localized field hardware, automated ticket printers, and scale-house equipment.


IT Strategy & Operational Governance

  • Service Delivery (ITSM): Establish and enforce IT Service Management workflows, ticket SLAs, and performance metrics.
  • Change Management: Lead the corporate Change Advisory Board (CAB) to evaluate system modifications and ensure zero operational disruption to daily field and dispatch operations.
  • Budget & Lifecycle Management: Manage the annual IT operating budget, capital expenditure planning, hardware lifecycles, and software license compliance.
  • Site Onboarding & Rollouts: Lead end-to-end execution of infrastructure upgrades, software rollouts, and IT onboarding for new regional facilities.


What We Are Looking For

  • Experience: 5–8 years of progressive IT experience, including at least 3 years in a supervisory, IT management, or technical leadership role overseeing help desk, field services, or infrastructure teams.
  • Industry Background: 3 years of experience supporting multi-site operations in construction, materials handling, logistics, transport, manufacturing, or a related heavy industrial field.
  • Technical Strength: Strong foundation in network engineering (WAN/LAN), cybersecurity remediation/governance, and hybrid-cloud environments (Microsoft Azure, M365, ERP/dispatch systems).
  • People-First Leadership: A proven track record of growing junior and mid-level IT talent. We need a leader who communicates with empathy, collaborates across departments, and builds high-performing teams without micromanaging.
  • Business Acumen: Experience managing IT budgets, negotiating vendor/MSP contracts, and presenting executive-level metrics and ROI to leadership.
  • Education & Certifications: Bachelor’s degree in Information Technology, Computer Science, or a related field preferred. Certifications such as ITIL v4, CompTIA Security , PMP, or Microsoft/Azure certifications are a strong plus.

Salary : $120,000 - $140,000

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