Monochrome panorama of clear water and a distant island under a wide sky, Florida Keys

David Tobar

IT professional with 18+ years across server administration, cybersecurity, and network infrastructure — for city government, healthcare, and private-sector clients alike. Based in Key West, FL.

18+ YearsIT, systems & security
Public & PrivateGovernment, healthcare & business
BilingualEnglish & Spanish
About

Hands-on experience, steady under pressure.

Over 18 years in IT, I've built a career on solving complex problems calmly — from hospital desktop fleets to city network infrastructure to cybersecurity operations for a public utility.

My background spans server and network administration, cybersecurity monitoring and hardening, virtualization, and automation — most recently as a Server Administrator / Cybersecurity Administrator for the Florida Keys Aqueduct Authority, following several years managing IT for the City of Key West and running my own IT consulting practice.

I'm comfortable owning a problem end-to-end: diagnosing the issue, implementing a fix, and documenting it clearly so the next person isn't left guessing. Fluent in English and Spanish.

  • Security-focusedSIEM monitoring, vulnerability assessments, and layered defenses.
  • Infrastructure & virtualizationServer hardware, VMware ESXi, backup & recovery systems.
  • Automation-mindedPowerShell & shell scripting to cut manual work and human error.
  • Government & enterprise experienceCity of Key West, NYC Health + Hospitals, and public utility environments.
Skills

Technical toolkit.

Built up across two decades of hands-on systems, network, and security work.

Operating Systems

Windows 7–11 Windows Server 2016/2025 Ubuntu Server/Desktop Kali Linux macOS

Infrastructure & Virtualization

VMware ESXi Active Directory NAS Backup Systems Server Hardware Veeam Netwrix Auditor

Security

Rapid7 SIEM & Vulnerability Mgmt CrowdStrike DarkTrace NDR

Tools

Office 365 ManageEngine Suite

Scripting / CLI

PowerShell CMD Python Linux CLI macOS Terminal

Hardware

Dell HP Lenovo Intel Apple Xerox Canon Cisco Netgear

CompTIA Security+ — 2025

University of Miami — Miami, FL

Cybersecurity Professional Certificate — 2021

Katharine Gibbs School — New York, NY

Associate of Occupational Studies — Computer Networking Operation

Katharine Gibbs School — New York, NY

Languages

English & Spanish — Fluent

Experience

Where I've worked.

Sixteen years across public utilities, city government, healthcare, and private consulting.

Server Administrator / Cybersecurity Administrator
Florida Keys Aqueduct Authority — Key West, FL·Nov 2023 – Nov 2025
  • Built and maintained backup and recovery procedures to protect data integrity across mission-critical systems.
  • Implemented multi-layered security measures, including intrusion detection and encryption, to guard against cyber threats.
  • Monitored network traffic and system logs (SIEM) for anomalous activity, running regular vulnerability and risk assessments.
  • Managed installation, configuration, and maintenance of server hardware and software, including integrating new servers into the environment.
  • Automated backup rotation and log management with Linux shell and PowerShell scripts, reducing manual intervention.
CEO / IT Consultant
Smart Industry Tech LLC — Key West, FL·Aug 2022 – Jan 2025
  • Designed, configured, and maintained network firewalls using pfSense to strengthen client cybersecurity.
  • Deployed Network Attached Storage (NAS) solutions to streamline data storage and accessibility.
  • Configured and deployed VMware ESXi virtualization environments for clients.
  • Installed and configured OBS and live-streaming hardware to support business communication and engagement.
  • Diagnosed and restored Point of Sale (POS) system connectivity to keep client operations running.
Senior IT Network & Systems Manager
City of Key West — Key West, FL·Aug 2021 – Apr 2022
  • Oversaw network infrastructure at City Hall and satellite offices, including the Fire Station, Police Department, and Marine Ports.
  • Configured, troubleshot, and deployed network equipment for the city's communication infrastructure.
  • Monitored and maintained virtual servers via VMware vSphere ESXi.
  • Tuned configurations on document archiving and workflow servers to improve efficiency.
  • Managed Active Directory user accounts and responded to SIEM alerts in ManageEngine Log360.
  • Implemented Barracuda Email Protection and used Carbon Black Endpoint Protection to contain and secure compromised devices.
Computer Software Support Specialist
City of Key West — Key West, FL·Dec 2016 – Aug 2021
  • Provided installation, configuration, and troubleshooting support for all on-site city software.
  • Supported document workflow through Frevvo and FileBound software.
  • Resolved staff calls, emails, and tickets through ManageEngine Service Desk Plus.
  • Supported the City Financial Department's use of OneSolution software.
  • Maintained City equipment inventory with ManageEngine Desktop Central.
  • Troubleshot Microsoft Office 365 and provided email and Active Directory account support.
  • Assisted Key West residents and business owners via phone, email, and Land Management Software tickets.
Regional Director — Workplace Computing Group
NYC Health + Hospitals — New York, NY·Jun 2014 – Dec 2015
  • Coordinated activities to meet Workplace Computing Group service level objectives.
  • Worked with the WCG team to enforce standardized operating procedures enterprise-wide.
  • Supported deployment of territory-specific projects aligned with facility needs.
  • Contributed to initiatives on facility contracting, payment policies, vendor transitions, and product design changes.
  • Identified pooled technical resource needs ahead of demand across assigned facilities.
Assistant Director — Enterprise Information Technology Services
NYC Health + Hospitals — New York, NY·Nov 2007 – May 2014
  • Managed the full lifecycle of Dell workstations — installation, configuration, testing, upgrades, monitoring, and troubleshooting.
  • Managed hardware and software inventory and procurement.
  • Collaborated with technicians and network administrators to keep the desktop computing environment running smoothly.
  • Worked with Nursing and Respiratory teams to resolve software issues involving ventilator-monitoring Bernoulli devices.
  • Assessed nursing stations for hardware needs, particularly medication carts.
  • Supported critical clinical software including Quadramed, Clinivision, CBORD, and the Nurse Call Responder System.
Contact

Interested in working together?

Open to new opportunities and consulting work — send a message and I'll follow up.

Get in touch