Gregory Kipyego
Fayetteville,NC
Summary
Strategic Information Technology Professional with expertise in aligning technology services with organizational goals. Skilled in developing and executing IT strategies, governance frameworks, and modernization initiatives that enhance operational efficiency and risk management. Experienced in implementing enterprise IT policies and advising leadership on technology investments and emerging risks. Proven ability to manage complex projects, budgets, and vendor relationships while fostering high-performing teams and promoting community engagement.
Overview
10
10
years of professional experience
4
4
Certifications
Work History
Information Technology Director
TOWN OF WENDELL
Wendell, NC
01.2026 - Current
- Provided strategic and operational leadership for the Information Technology Department, including infrastructure, network systems, cybersecurity, telecommunications, public safety systems, enterprise software, and user support.
- Responsible for Technology, Planning, and Operations including Overseeing IT operations to ensure reliability, security, and efficiency across all city systems and stablishing metrics and dashboards to monitor service performance.
- Responsible for Innovation and Digital Transformation including evaluation of emerging Technologies and Leading cross-departmental modernization initiatives
- Managed department and staff, fostering a culture of collaboration, learning, and accountability in the IT department.
- Responsible for Developing, administering, and monitoring the IT Department budget, ensuring fiscal responsibility and cost optimization.
- Collaborated with town management and departments to identify needs, recommend solutions, and align technology with strategic plans and organizational needs.
- Communicated technology initiatives, objectives, and benefits to stakeholders while building collaborative relationships across departments and encouraging joint problem-solving.
- Responsible for Supervising, training, and evaluating IT staff, fostering a culture of Collaboration, Commitment, Integrity, and Professionalism in alignment with the organization’s culture and values.
- Oversee the IT operation activities including establishing service priorities, facilitating problem resolution, and allocating resources.
- Monitors spending and prepares the IT budget for Town Manager approval and Board adoption.
- Provides oversight of network reliability and technology infrastructure, ensuring timely identification and resolution of major technical issues, including system outages and critical hardware or software failures.
- Develops and leads the implementation, and continuous improvement of IT business continuity, backup, and disaster recovery plans and processes.
Information Technology Manager
Town of Wendell
Wendell, NC
12.2021 - 01.2026
- Directed the Town’s IT activities by establishing service priorities, facilitating problem resolution, and allocating resources.
- Monitoring spending and preparing the IT budget for recommendation to the Town Manager and adoption by the Board of commissioners.
- Overseeing system security to include assigning users’ appropriate identification information; adding and deleting users as necessary; assessing individual access needs and making system changes; and troubleshooting system access issues.
- Monitors active directory for changes such as adds, removes user permissions, access rights, and storage allocations.
- Overseeing ongoing maintenance of the Town’s telecommunications and computer systems, including establishing operating parameters; setting service standards; coordinating the work order process; and developing plans for the implementation of major projects.
- Installing and configuring computer systems and applications within the organization
- Identification and resolution of technical issues related to network interruptions, replacing corrupt software and hardware.
- Consulting with department directors, vendors, and employees to address the Town’s computing and resource needs.
- Overseeing Managed Service Providers (MSPs) to ensure continuous performance and compliance with contractual agreements and industry best practices.
- Responsible for drafting, reviewing, and updating information security policies including Information security awareness and training policies, IT vulnerability assessment policies, acceptable use policies, threat assessment policies, and password policies.
- Assigning users information technology security awareness Training and following up to ensure training is completed within the allocated time.
- Performing periodic Phishing simulation exercises and identifying areas of improvement
- Drafting RFPs and RFQs including those for the website redesign, network services, cabling, audio-visual, security, and other technology needs.
- Managing and monitoring firewalls to ensure data integrity, confidentiality, and availability.
- Serve as the liaison for the Town’s endeavors with the county, state, and Federal agencies in all matters of Technology.
- Work with Cybersecurity Infrastructure Agency (CISA) to obtain and maintain the .gov top-level domain.
- Provide support for organization-wide phone service including VOIP Phone systems.
- Review systems and practices to ensure compliance with information technology procedures, policies, regulations, and best practices including compliance with nationally recognized standards such as NIST, PCI DSS, ISO2700 series, COBIT e.g.
- Oversee the management, and maintenance of the Town website including debugging pages and fixing broken links, and ensuring the site is secure
- Attend in-person meetings with clients to assist with processes to analyze, troubleshoot and diagnose hardware and software problems.
- Act as the initial point of contact for all computer support services and system-related concerns from clients or other employees via phone and in person.
- Develops and maintains an inventory of technical equipment and supplies and Coordinates replacement schedules for IT equipment as needed.
- Respond to / assist with night and weekend emergency calls when needed.
- Perform other related duties as required.
IT Security Administrator
City of Fayetteville
Fayetteville, NC
08.2023 - 09.2023
- Implement, manage, and monitor existing and new endpoint security systems and firewalls. Monitor security compliance of the City of Fayetteville IT systems utilizing industry best practices to meet City cybersecurity objectives.
- Monitor IT security systems and resources for incident event information to ensure no unauthorized access affects the confidentiality, integrity, and availability of City computing resources.
- Provide Tier 3 support for open issues pertaining to network security-related issues, confidentiality, integrity, and availability of City computing resources. Investigate and troubleshoot issues. Provide support per request from various end users.
- Assist in developing and updating City policies and procedures to ensure compliance with applicable laws and regulations. Analyze industry trends, methods, and procedures to identify best practice standards and compliance requirements and communicate them to IT management.
- Consult with other departments to maintain confidentiality and compliance of department-specific policies and data. Perform various physical and computer system audits of vendors and departments to assist in maintaining the confidentiality, integrity and availability of City of Fayetteville data.
- Assist with the creation, testing and execution of City Information Technology Disaster Recovery Plan. Consult with other departments to update and monitor data needed to provide disaster recovery methods that meet City Recovery Point Objective/Recovery Time Objective requirements.
- Monitor end user, vendor and service account access permissions, rights and compliance requirements in an effort to maintain compliance with City policies.
- Configure, image and review computers as required. Configure and add new services as necessary.
- Work with 3rd party vendors on security initiatives, and gap analysis. Ensure initiative action items are completed and results of gap analysis are addressed.
- Create required reports to meet cyber security compliance requirements. Provide monthly compliance reports.
INFORMATION TECHNOLOGY SPECIALIST
TOWN OF
WENDELL, NC
12.2021 - 01.2023
- Drafting and reviewing Information security policies including Information security awareness policies, IT vulnerability assessment policies, acceptable use policies, Threat assessment policies, and Password policies.
- Assigning Information technology security awareness Training to users and following up to ensure training is completed within the allocated time.
- Performing periodic Phishing simulation exercises and updating management on IT security improvement areas.
- Leading IT projects and working with vendors to ensure the timely completion of IT projects.
- Drafting IT RFPs and RFQs including those for the website redesign, Cabling, security, and other Technology needs.
- overseeing Managed service providers (MSPs) to ensure continuous performance and compliance with both contractual agreements and best practices.
- Managing and monitoring Firewalls to ensure data integrity, confidentiality and availability.
- Obtain Quotes for Technology services and work with vendors to ensure Quality and timely delivery of service.
- Act as a link between the Organization and other partners such as the county, state, and Federal agencies in all matters of Technology. This includes working with CISA to obtain and maintain.gov Top level domain.
- provide support for organization-wide phone service including VOIP Phone system service.
- Oversee website management, including website security and purchasing required SSL Certificates for websites.
- Install and configure computer systems, applications, and similar technologies within the organization
- Assist with the identification and resolution of technical issues related to network interruptions.
- Attend Virtual and in-person meetings with clients to assist with the process to analyze, troubleshoot, and diagnose hardware, software, and similar technology problems.
- Act as the initial point of contact for all computer support services and system-related concerns from clients or other employees via phone and in person
- Assist management in creating and implementing training materials pertaining to computer troubleshooting
- Monitor management of adds, moves, changes, and removes in Active Directory and office 365.
- Develop and maintain an inventory of technical equipment and supplies.
- Assist with access control and identity management.
- Help with computer replacements and server upgrades.
- Review systems and practices to ensure compliance with information security procedures, policies, regulations, and nationally recognized standards such as NIST, PCI DSS, ISO 2700 series, COBIT etc
TECHNOLOGY ASSET SPECIALIST
CITY OF Fayetteville
FAYETTVILLE, NC
05.2020 - 12.2021
- Recommend, test, install, implement and maintain appropriate hardware and software for on-board fleet management systems; assist users with problems; check, maintain and perform repairs of on-board equipment and software
- Assist Routing Administrator as the subject matter expert on all technologies supporting the Solid Waste Division (GIS, FleetMind,
- CityWorks, RouteSmart or like programs); make recommendations for future improvements and upgrades, and review, evaluate and aid in modifying policies related to use of routing software
- Assist with the development of new routes, update citywide maps with new developments and assess service delivery capabilities and needs
- Audit neighborhoods for various routing and service needs, re-route areas for solid waste vehicles and other vehicles with on-boarding equipment as needed
- Maintain hardware and software inventory, records, databases and maintain appropriate parts inventory and procure parts as necessary; coordinate service calls with vendors and/or original equipment manufacturers (OEMs) for replacement parts; recommend improvements to reduce the use of resources and increase capacity to work units; provide documentation for budget purposes
- Manage the data from the department’s utilization of the equipment on the refuse trucks and act as liaison between department employees and software subject matter experts to resolve issues and recommend improvements
- Propose modifications to the policy and procedures manual for relevant processes; maintain and update manual
- Assist with the development and implementation of procedures for tracking City assets; perform quality control throughout the asset lifecycles
- Assist in a variety of special projects; assist other department personnel with modifications and other work on systems.
Operations
GKN Driveline
Mebane, NC
06.2019 - 04.2021
- Performed Troubleshooting of the faults detected in various production operations
- Performed Troubleshooting of the faults detected in various production operations
- compiling, analyzing, recording, and processing data. applying Microsoft Excel, and Microsoft Word functions application in keeping production records
- operating telephones and radio calls.
- Responsible for Making appropriate adjustments in the program to fit the desired measurements on the quality of parts.
- Performed general duties, such as continuous improvement and general operations including maintaining production as per the company's demands
- provide analytical support, assistance, and testing technical issues Performed a variety of duties in the efficient installation, testing, configuration, troubleshooting, and support of hardware, software, and equipment
- Setting up, locating, and relocating PCs, printers, and other hardware
- Provided a variety of hardware repair functions
- Escalating tickets as necessary, and assisting in providing periodic status reports to the supervisor.
- Diagnosing hardware and software problems
NETWORK TECHNICIAN
AVID TECHNOLOGIES
12.2017 - 12.2018
- Configuration and installation of desktops, laptops, and other computer related hardware and software
- Responsible for resolving connectivity and functionality issues on computers
- In charge of hardware repairs
- Maintaining and retrieving files
- Software upgrades and installations
- Helping with password and security issues
- Performing routine and non-routine diagnostics and maintenance
- Observing system process to identify potential problems and errors and initiate corrective actions
- Troubleshooting problems related to document imaging software and hardware
- Assisted in implement additional quality control protocols used against content for use by team for correction of scanned digital content, and for the performance of day-to-day quality control of new content in repository
- Coordinated with digitization team on digitization workflows, system problems, content errors, and research for accuracy of metadata captured
- Conducted and participated in digitization team meetings and training
- Provided ECMS system documentation and training in the form of user guides, partner user training solutions for the ongoing
- ECMS initiative
- Functions with the primary duty of working with enterprise firewalls, anti-malware and various security appliances while also being expected to have an expert level of knowledge of routing and switching and familiarity with wireless networking, virtual environments, server hardware, datacenter technology and Microsoft domain infrastructure
- Manages day-to-day client-side security via anti-malware and local software firewall policy
- Network administration, Windows 7, 10, TCP/IP, DHCP, wired/wireless client configuration, network cabling, system imaging, analytical troubleshooting
- Provides support to the Systems, Applications and Datacenter teams, as necessary
- Implements, maintains, and optimizes the internal network for the Company
- Develops site-to-site VPN connections for internal remote communications and communications with trusted outside agencies
- Regularly reviews logs for signs of intrusion of malfunctions
- Experience providing technical support
- Responsible for accounting and procurement
- Trouble shooting tasks on computers
- Remote recordings and broadcasts
- In charge of procurement of supplies such as cables, security surveillance cameras and routers and switchers for networking
IT Specialist KOUNTY
LODGE HOTEL LLC
12.2015 - 11.2017
- Installed and configured network hardware, software and peripheral equipment including virtual and cloud technologies, and mobile device management; troubleshooting, diagnosing, and resolving server and networked devices hardware and software problems
- Installed and maintained network components such as routers, switches, bridges, hubs, digital service unit/channel service unit, and other network equipment and software
- Investigated, analyzed, and resolved complex network-related problems that included compatibility problems; troubleshooting network failures, router problems and telecommunications problems; recommended and implemented changes and improvements
- Participated in the evaluation of network protocols, hardware, and software to determine their applicability to network needs
- Performed a variety of complex systems analysis in the design, implementation and maintenance of information systems and supporting computer hardware and software applications
- Provided various applications development support in response to staff needs including software installation, set-up, configuration, and troubleshooting user problems; maintained existing computer applications by modifying programs and implementing new programs
- Installed, integrated programs, administer, and maintained computer operating systems; conducted system performance analysis and tuning; installed and maintained system software, files, and structures
- Established and maintained security guidelines for terminal access, password expiration and protection computer resources
- Monitored network security and performance; identified unauthorized access and potential security risks; participated in projects to enhance network security operations
- Provided support to network server administrative and maintenance operations; performed back-ups; installed and configures software; installed networked equipment including printers
- Provided advanced desktop support to clients by installing and configuring hardware and software, operating systems, and peripherals, troubleshooting diagnosing and resolving complex hardware and software problems
- Supported WAN/LAN infrastructure
- Performed technical writing duties in the development and production of system documentation, instructional and procedural manuals
- Researched and recommended the purchase of computer related equipment and peripherals
- Collaborated with customers in determining the best hardware and software for departmental technology projects
- Performed network-wide audits, generating reports that included system performance, recommended changes, and system security
- Assist other departments in designing, authoring the documents, customized installed software to the specific requirements of a department
- Developed a network and system topology maps that assisted other staff members in the organization to understand the relationships between systems
- Worked with other positions in the department to learn the day- to-day operation of all systems
- Participated in professional group meetings and innovations in the field of local and wide area network development
- Supervised, planned, trained, and reviewed the work of assigned staff responsible for performing duties in support of the network services and activities
- Trained and assigned employees in their areas of work, verified the work of assigned employees for accuracy, proper work methods, techniques, and compliance with applicable standards and specifications; ensured adherence to safe work practices and procedures
- Performed a variety of duties in the development, installation, implementation, testing, evaluation, and administration of local and wide area networks, responded to inquiries and provided technical assistance regarding all aspects of system design, installation, and troubleshooting.
Education
Ph.D. - Law And Policy
Liberty University
Lynchburg, VA05-2026
Master of Science - Information Assurance and Security
American Intercontinental University
Chicago, IL09.2022
BACHELOR OF SCIENCE - INFORMATION TECHNOLOGY- Digital Investigations
AMERICAN INTERCONTINENTAL UNIVERSITY
09.2020
HIGH SCHOOL DIPLOMA -
JAMESMOIBENEDUCATIONCENTRE
Skills
- Strategic IT leadership with the ability to define, execute, and sustain an organization wide technology strategy aligned with organizational goals, operational priorities, and risk management objectives
- Proven capability in overseeing enterprise IT operations to ensure reliability, security, scalability, and efficiency across infrastructure, applications, cybersecurity, GIS, and end-user services
- Experience establishing performance metrics, dashboards, and service-level indicators to monitor IT service delivery, operational health, and continuous improvement
- Experience in Developing and reviewing Information Technology Policies and procedures including Information security awareness and Training Policies, IT Vulnerability assessment policies, IT threat assessment policies, and IT asset Management Policies
- Experience in Implementing, managing, and monitoring existing and new endpoint security systems and firewalls Monitoring security compliance of Government IT systems and utilizing industry best practices to meet various cybersecurity objectives
- Experience in assigning information security awareness and training to users and carrying out periodic simulation phishing exercises
- Experience in monitoring and assessing security compliance with nationally recognized standards such as NIST, ISO 2700 series, PCI DSS, HIPAA, FEPRA, FISMA etc
- Experience in overseeing Managed service providers (MSPs) and 3rd party vendors to ensure compliance with contract terms and industry best standards
- Expertise in leading cross-departmental modernization initiatives, including enterprise systems such as ERP, CRM, data governance platforms, and digital service delivery solutions
- Experience in identifying, pursuing, and managing external funding opportunities such as grants, partnerships, and intergovernmental collaborations to support technology initiatives
Certification
Certified Chief Information Security Officer (CCISO)
Timeline
Information Technology Director
TOWN OF WENDELL
01.2026 - Current
IT Security Administrator
City of Fayetteville
08.2023 - 09.2023
Information Technology Manager
Town of Wendell
12.2021 - 01.2026
INFORMATION TECHNOLOGY SPECIALIST
TOWN OF
12.2021 - 01.2023
TECHNOLOGY ASSET SPECIALIST
CITY OF Fayetteville
05.2020 - 12.2021
Operations
GKN Driveline
06.2019 - 04.2021
NETWORK TECHNICIAN
AVID TECHNOLOGIES
12.2017 - 12.2018
IT Specialist KOUNTY
LODGE HOTEL LLC
12.2015 - 11.2017
Ph.D. - Law And Policy
Liberty University
Master of Science - Information Assurance and Security
American Intercontinental University
BACHELOR OF SCIENCE - INFORMATION TECHNOLOGY- Digital Investigations
AMERICAN INTERCONTINENTAL UNIVERSITY
HIGH SCHOOL DIPLOMA -
JAMESMOIBENEDUCATIONCENTRE