Director, Infrastructure Technology

Top Hat Engineering Corp•St. Petersburg, FL
•Remote

About The Position

Top Hat Engineering is seeking a hands-on Director of IT to lead day-to-day technology operations, oversee cloud and corporate IT infrastructure, and ensure engineering teams have the tools and systems they need. The role combines strategic IT leadership with direct technical involvement, including leading the IT team while troubleshooting infrastructure, managing servers, resolving complex technical issues, and supporting employees as needed. The director will oversee AWS and Microsoft Azure environments, Microsoft 365, Linux and Windows systems, endpoint infrastructure, and the 3CX phone system. A key responsibility is preparing, securing, deploying, and supporting Linux servers installed at customer locations to run Top Hat Engineering applications. The position is remote, with occasional travel to customer sites for infrastructure deployments, troubleshooting, and technical support. The successful candidate will build reliable, secure, and well-documented environments, improve operational efficiency through automation, and work directly with engineering teams and customers. The role offers ownership of a broad technology environment and the opportunity to shape the technology roadmap across cloud infrastructure, corporate IT, cybersecurity, and customer-facing deployments.

Requirements

  • 15+ years of IT experience, including at least 5 years leading an IT team.
  • Strong hands-on experience with AWS infrastructure and cloud operations.
  • Experience administering Microsoft 365, Entra ID, identity management, SSO, and MFA.
  • Strong Linux administration skills, particularly with RHEL and/or Ubuntu.
  • Experience provisioning, securing, deploying, and troubleshooting servers in on-premises or customer-managed environments.
  • Experience managing Windows Server, desktop operating systems, networking, and endpoint infrastructure.
  • Knowledge of security best practices, patch management, vulnerability remediation, backups, and disaster recovery.
  • Strong troubleshooting, documentation, organizational, and communication skills.
  • Ability to work directly with customers and coordinate technical deployments with their IT teams.
  • Willingness and ability to travel occasionally to customer sites.
  • Ability to safely lift, carry, push, and pull objects weighing 40+ pounds.
  • Ability to stand and walk for extended periods of time, including throughout full work shifts.
  • Ability to follow safety procedures, wear required personal protective equipment, and maintain a clean and organized work area.
  • Reliable attendance and punctuality, including flexibility to work extended hours, overtime, or varying shifts when required.

Nice To Haves

  • Experience leading IT operations in an engineering, software, or technical professional services organization.
  • Experience with infrastructure automation tools such as Ansible and Terraform.
  • Familiarity with virtualization platforms such as VMware, Nutanix, or Hyper-V.
  • Experience with IT service management platforms such as ServiceNow.
  • Familiarity with IT security and compliance frameworks.
  • Relevant certifications, such as AWS Solutions Architect, Microsoft Azure Administrator, Microsoft 365 Administrator, RHCSA/RHCE, CompTIA Security+, ITIL Foundation, or 3CX certifications.

Responsibilities

  • Lead, mentor, and develop the IT team, managing priorities, resources, and service delivery.
  • Partner with the CIO and company leadership to establish the IT roadmap, budget, technology standards, and operational priorities.
  • Manage IT vendors, hardware procurement, software licensing, and service contracts.
  • Establish and maintain IT policies, documentation, asset inventories, and operational procedures.
  • Manage and maintain AWS infrastructure, including EC2, S3, VPC, IAM, networking, and storage.
  • Administer Microsoft Azure and Entra ID services, including identity, access management, and cloud services as required.
  • Monitor cloud performance, security, availability, and costs.
  • Own backup, disaster recovery, and business continuity planning.
  • Improve infrastructure reliability and efficiency through automation and standardization.
  • Administer Microsoft 365, including Exchange Online, Teams, SharePoint, OneDrive, and Intune.
  • Manage user accounts, licensing, access permissions, MFA, conditional access, and single sign-on (SSO).
  • Integrate identity and access management with SaaS applications.
  • Maintain endpoint management, email security, and data protection policies.
  • Provision, configure, and maintain Linux servers running RHEL and Ubuntu in AWS and at customer facilities.
  • Manage customer-site server deployments from hardware selection and operating system installation through security hardening, configuration, testing, upgrades, and troubleshooting.
  • Develop standardized server builds, deployment checklists, installation guides, and troubleshooting runbooks.
  • Work with customer IT teams to validate server readiness, networking, firewall rules, access requirements, and security policies.
  • Troubleshoot server, operating system, networking, and application infrastructure issues remotely and on-site as needed.
  • Travel to customer locations as needed to support deployments, resolve infrastructure issues, and coordinate technical activities.
  • Administer Windows Server and Windows 10/11 environments, including Active Directory, Group Policy, and system updates.
  • Automate routine infrastructure and administration tasks using Bash, PowerShell, Python, Ansible, Terraform, or similar tools.
  • Serve as the senior escalation point for complex hardware, software, network, and access issues.
  • Diagnose and repair laptops and desktops, including component replacement when necessary.
  • Manage device procurement, imaging, deployment, inventory, maintenance, and retirement.
  • Oversee the help desk, ticket queue, service-level targets, and employee support experience.
  • Administer and maintain the 3CX phone system, including extensions, call routing, IVR, SIP trunks, desk phones, and softphones.
  • Maintain endpoint protection, firewalls, VPNs, identity controls, and secure remote access.
  • Lead vulnerability management, patch compliance, security incident response, and remediation activities.
  • Conduct security awareness training and maintain security policies, access reviews, and operational documentation.
  • Collaborate with customers to address infrastructure security requirements for on-premises and cloud deployments.
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