Summary
Overview
Work History
Education
Skills
Websites
Accomplishments
Technical Skills
Certification
Security Clearance
Timeline
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David Stiff

Chesapeake,VA

Summary

Senior Systems Administrator and Cybersecurity Professional with 15+ years of experience managing the full lifecycle of enterprise IT infrastructure for the Department of Defense. Expert in the installation, configuration, and maintenance of servers, operating systems, and critical network services across global environments. Proven ability to ensure robust security and high availability through continuous system monitoring, performance tuning, and proactive vulnerability management. Adept at leading large-scale technology upgrades, managing cloud-based services, and providing exceptional customer support to diverse user populations.

Overview

22
22
years of professional experience
1
1
Certification

Work History

Senior System & Cyber Operations Lead

U.S. Navy
08.2019 - Current
  • Install, configure, and maintain servers, software, and essential IT infrastructure, directing the lifecycle management of $115M in enterprise assets for 410+ users.
  • Oversee operating systems and ensure robust security by leading 67 specialists in continuous monitoring, IAVA patching, and system hardening.
  • Continuously monitor system health, interpret performance metrics, and take immediate corrective actions to ensure high availability and data security.
  • Brief mid-level management and IT staff on the status of information technology systems, effectively communicating technical network issues to non-technical leadership.
  • Assess customer IT needs and maintain strong relationships with vendors to identify and propose scalable IT and cloud-ready infrastructure solutions.

Cybersecurity & Communications Enlisted Leader

U.S. Navy
01.2004 - 08.2019
  • Managed the provisioning, configuration, and maintenance of 300+ NMCI assets, functioning as the primary tech controller and help desk supervisor.
  • Administered NTCSS/NIAPS suites, troubleshooting complex software issues and successfully migrating critical systems with zero data loss.
  • Led a team of network technicians in tracking and reporting on GIG and DISA Enterprise cybersecurity incidents, identifying root-level intrusions and Denial of Service attacks.
  • Maintained 100% accountability and operational readiness of cryptographic and communication assets through meticulous audits and COMSEC program management.

Education

Bachelor of Science - Cybersecurity Management and Policy

University of Maryland Global Campus (UMGC)
05-2026

Associate Degree - Computer and Electronics Engineering Technology

ITT Technical Institute
Louisville, KY
09-2003

Skills

  • System & Server Administration
  • Cloud Environment Admin
  • OS Security & Patching
  • Backup & Disaster Recovery
  • Performance Monitoring
  • Complex Problem Solving
  • Technical Communication
  • IT Customer Service

Websites

Accomplishments

  • Enterprise OS Upgrades: Spearheaded the NMCI Windows 10 transition for 600+ workstations, ensuring minimal downtime and seamless operational continuity.
  • Vulnerability Management: Administered 14 critical servers, leading a robust vulnerability management program (Nessus, HBSS) to maintain 96.8% VRAM compliance and secure operations.
  • Customer Service & Problem Solving: Provided expert Tier III technical support, personally resolving over 27,000 user trouble tickets for 6,500 users, earning the Admiral's Customer Service Award.
  • Infrastructure Readiness: Managed 615 SOCOM Information Environment devices and led a team through 47 INSURV communication checks, executing critical network drops and switch changes to ensure 100% mission readiness.

Technical Skills

  • OS: Windows Server, Win 10, DISA Enterprise
  • Security: Nessus, HBSS, VRAM, eMASS, VMS
  • Hardware: Cisco Routers/Switches
  • Platforms: NMCI, NTCSS/NIAPS, SOCOM IE

Certification

  • CompTIA Security+ CE — 2017-06
  • DoD 8570 IAT/IAM Level III (in progress)
  • PACE III T – Program and Career Exploration Technology
  • CSIA300 – Cybersecurity for Leaders and Managers

Security Clearance

Active DoD Top Secret clearance with SCI eligibility

Timeline

Senior System & Cyber Operations Lead

U.S. Navy
08.2019 - Current

Cybersecurity & Communications Enlisted Leader

U.S. Navy
01.2004 - 08.2019

Associate Degree - Computer and Electronics Engineering Technology

ITT Technical Institute

Bachelor of Science - Cybersecurity Management and Policy

University of Maryland Global Campus (UMGC)