Leighton Kildare

Directed enterprise application portfolio including ERP, ITSM, and M365 platforms across a 3,000-user organization, multi-site government organization — building and leading a 15-engineer team that delivered measurable service improvements across every major KPI within 12 months. Reduced IT incident response time by 60% and cut Mean Time to Repair by 35% by deploying AI-assisted cybersecurity monitoring (Darktrace), strengthening security posture across all facilities. Accelerated employee onboarding by 40% and eliminated provisioning errors by automating Active Directory and Microsoft 365 workflows — removing manual handoffs across the full provisioning lifecycle.

Directed national-scale ERP deployment for the Ministry of Health Jamaica during the COVID-19 pandemic — coordinating multi-stakeholder rollout across health facilities with rigorous data governance and PHIPA-equivalent privacy controls. Cut manual administrative processing time by 50% by integrating AI into procurement and workflow automation, freeing IT staff capacity for strategic operations — directly applicable to organizations pursuing digital transformation or Copilot adoption. Managed full project lifecycle for enterprise ITSM platform implementation: scoping, vendor selection, stakeholder engagement, rollout, and post-implementation review using hybrid Agile/Waterfall delivery approach.

Director, Management Information Systems - Department of Correctional Services — Government of Jamaica

(2022-01 - 2026-01)

• Reduced IT incident response time by 60% across multi-site correctional facilities by deploying AI-assisted SIEM/SOC monitoring (Darktrace NDR), enabling proactive threat detection and materially strengthening the organization's security posture.
• Increased infrastructure pipeline capacity by 50% within 12 months by implementing structured multi-year technology roadmaps with disciplined budget oversight — all major projects delivered on time with zero budget overruns.
• Improved employee onboarding efficiency by 40% and eliminated provisioning errors by automating Active Directory and Microsoft 365 lifecycle workflows, removing manual handoffs organization-wide.
• Cut manual administrative processing time by 50% by integrating AI into procurement and workflow automation, redirecting staff capacity toward strategic IT operations.
• Reduced recurring IT incidents by 30% by rolling out ITSM frameworks and standardizing service desk procedures across all facilities, improving service continuity and client satisfaction. Oversaw change management, testing, and post-implementation review for system rollouts.
• Increased service desk resolution efficiency by 35% by deploying AI-driven ticket triage, assignment, and prioritization — measurably improving client-facing service levels.
• Led a team of 15+ engineers, building a high-performance IT service culture with accountable KPI tracking and structured mentoring that consistently met organizational goals.
• Served as Project Chair for a custom Corrections Case Management platform — a clinically sensitive operational system delivered on scope and on timeline with rigorous data governance controls.
• Developed and enforced enterprise Cybersecurity, Disaster Recovery, and IT Governance policy frameworks, ensuring sustained regulatory alignment and operational resilience across all facilities.
• Advanced organizational digitalization by deploying a SharePoint-based government intranet and VoIP infrastructure across multi-site environments, improving internal communications and inter-facility coordination.

IT Director Lead – National Vaccination ERP (Secondment) - Ministry of Health Jamaica

(2020-01 - 2021-01)

Seconded from Ministry of Finance and the Public Service

• Directed deployment of a national-scale ERP vaccination management platform used to coordinate, track, and report vaccine administration across health facilities island-wide during the COVID-19 pandemic.
• Achieved system readiness at vaccine rollout launch by leading multi-stakeholder coordination between the Ministry of Health, public health agencies, and technology vendors within compressed pandemic timelines.
• Protected sensitive patient and population health data by establishing data governance protocols and user access controls in compliance with government health information privacy requirements (PHIPA-equivalent).
• Met adoption milestones on schedule by directing training and technical onboarding for health facility staff across multiple sites, reducing post-deployment support requests through targeted end-user enablement.
• Maintained system uptime and data integrity throughout the vaccination campaign by providing IT infrastructure oversight and incident response for critical public health operations.

IT Consultant – Strategic Public Sector Transformation - Ministry of Finance and the Public Service, Jamaica

(2018-01 - 2021-01)

• Administered Microsoft Azure Cloud, Active Directory, and Microsoft 365 for a large-scale digital workplace transformation, improving system reliability and reducing downtime for hundreds of enterprise users.
• Improved IT support response efficiency by 35% by deploying AI-driven analytics tools, enhancing service delivery performance across the enterprise.
• Reduced recurring support requests and improved first-contact resolution by implementing IT automation platforms for device lifecycle management and endpoint monitoring.
• Delivered infrastructure modernization milestones on time and within scope by collaborating with C-suite stakeholders and external vendors, ensuring strategic alignment throughout.

IT Consultant – Fiscal Administration Modernization - Ministry of Finance and the Public Service, Jamaica

(2015-01 - 2018-01)

• Maintained device reliability and reduced unplanned downtime for 200+ enterprise users by deploying, configuring, and maintaining endpoint systems.
• Reduced recurring support requests by 30% by providing technical leadership for a SAP financial system deployment, including targeted end-user training.
• Improved operational response times and reduced manual workload by coordinating IT automation for ticket triage and asset management.
• Ensured consistent SLA adherence by managing vendor relationships and overseeing timely resolution of technical incidents.

Systems Analyst - Ministry of Local Government and Community Development, Jamaica

(2002-01 - 2015-01)

• Delivered front-line IT support (L1/L2) for a large government user base across 13 years, consistently meeting incident response and resolution SLAs while reducing recurring incidents through improved troubleshooting procedures.
• Improved IT communication infrastructure by 50% by implementing VoIP technologies across multi-site environments, enhancing inter-office connectivity.
• Installed, configured, and maintained ERP systems, FortiGate cybersecurity infrastructure, Citrix environments, and Cisco networking — supporting operational continuity across all ministry sites.
• Contributed to ITSM process improvements and service desk governance documentation, supporting the transition toward structured incident tracking.

Master of Science - Information Systems - University of Liverpool, England

Bachelor of Science - Computer Science - University of Technology, Jamaica