Professional Summary
Lead Systems Administrator with 15+ years of experience across fintech, healthcare, MSP, and higher education.
Specialized in AWS/Azure, virtualization, identity, security hardening, and automation. Known for leading
cross-team initiatives, improving system reliability, reducing risk, and using PowerShell + AI-assisted tooling
to accelerate IT workflows and reduce operational overhead.
Professional Experience
Lead Systems Administrator
Shift4 Payments · Fintech
- Manage a 6-person, multi-timezone team (West Coast, East Coast, Malta), aligning prioritization, escalations, and delivery across infrastructure, identity, and security initiatives.
- Develop System Administrators and enable Help Desk through training and runbooks, improving troubleshooting consistency and reducing escalations.
- Act as primary technical interface for Security/Network/DevOps leadership on risk, remediation priorities, and delivery timelines.
- Serve as incident commander for high-severity events, driving triage, stakeholder communications, and root-cause analysis to reduce repeat incidents.
- Plan and manage maintenance windows for critical systems, coordinating change execution, stakeholder comms, and rollback readiness.
- Own operational readiness across enterprise platforms by ensuring server/OS and internally managed VMware environments remain patched, supported, and compliant.
- Manage AWS infrastructure, performance monitoring, and high-availability configurations for critical systems.
- Led enterprise server migration (100+ systems), increasing uptime by ~20%.
- Implement and maintain Okta SSO integrations for critical platforms (Slack, GitLab, Salesforce, Monday.com).
- Oversee user provisioning and license administration; collaborate with Procurement and leadership on renewals and contracts.
- Oversee Ivanti patch management, antivirus automation, and endpoint hardening.
- Partner with Security to test, deploy, and tune security tooling across enterprise systems, including CrowdStrike, Wiz, and Qualys, driving faster detection and remediation of vulnerabilities and endpoint risks.
- Migrate 20+ domains to Cloudflare for improved DNS security and threat mitigation.
- Build Confluence SOPs/runbooks to keep operations documented and repeatable (maintenance workflows, escalation paths, and standard procedures).
- Develop custom PowerShell automation to reduce repetitive work, improve SLAs, and accelerate troubleshooting and response.
- Participate in forensic analysis and security investigations alongside Security and Network teams.
- Collaborate with Network Engineering to optimize firewall rules and reduce exposure.
- Actively incorporate AI-assisted tooling to accelerate troubleshooting and script development.
AWS Systems Administrator
Ironistic · Digital Agency / Hosting
- Managed full AWS architecture including EC2, ELB, S3, IAM, and Route 53.
- Maintained uptime and security of 500+ hosted websites across mixed Linux/Windows environments.
- Administered 45+ servers, performed lifecycle upgrades, and handled Plesk hosting operations.
- Configured and managed Cloudflare DNS and security configurations.
- Supported clients through PenTest results, remediation, and infrastructure troubleshooting.
Senior / Lead Systems Administrator
Stetson University · Higher Education
- Administered 60+ Windows servers across VMware ESXi and Hyper-V environments.
- Built the first VMware cluster for the College of Law and migrated 30+ servers from Hyper-V to ESXi.
- Led Tenable-based vulnerability remediation and patching programs.
- Led a university-wide Microsoft MFA rollout and a SharePoint → Teams migration initiative.
- Managed Druva-based backups and ongoing server maintenance for critical services.
Chief Information Officer
Millennial Networks · MSP
- Provided full-stack MSP support to 50+ clients across servers, networks, and EMR platforms.
- Designed and deployed VMware environments, Azure, Office 365, VoIP, and hosting solutions.
- Trained and mentored a team of 5 junior admins while scaling MRR to ~$25K.
- Reduced AWS spend by ~5% through usage analysis and right-sizing.
Systems Administrator
Eastern Consulting Group · Healthcare
- Led migration to Windows Server 2012 R2 across 9 regions.
- Delivered EMR training to 100+ medical staff and supported multi-office infrastructure.
- Designed WAN/LAN using IPSec VPN and created disaster recovery documentation.
- Managed VMware vSphere and core server infrastructure for medical practices.
Systems Administrator
Droguería Betances · Distribution / Healthcare
- Maintained AS/400, servers, and networking for 24/7 operations.
- Designed an iPad ordering system that generated ~$20M in its first year.
- Built DR plans and Windows Failover Clusters for critical services.
- Managed SFTP integrations for secure medical data workflows.
- Led a company-wide Windows 7 migration project.
Core Competencies
Leadership & Operations
Team Leadership (Distributed)
Incident Command / RCA
Maintenance Windows
Runbooks / SOPs
Vendor & License Management
Cloud & Infrastructure
AWS (EC2, S3, Route 53, IAM, VPC)
Azure
VMware ESXi
Hyper-V
High Availability
Monitoring
Identity & Security
Okta SSO
Active Directory
Duo MFA
Cloudflare
Ivanti EPM
CrowdStrike
Wiz
Qualys
Security Hardening
SIEM (Splunk)
Automation & AI
PowerShell Automation
Workflow Optimization
AI-assisted scripting
Predictive monitoring concepts
Networking & OS
FortiGate Firewalls
IPSec VPN
DNS · VLANs
Windows Server
Linux (CentOS/Ubuntu)
macOS
Web & Tooling
Apache / Nginx
WordPress
Plesk / cPanel
Icinga
CloudWatch
Jira · Confluence
LanSweeper
Ninite
Key Achievements
- Promoted into Lead Systems Administrator roles (Stetson University, Shift4 Payments).
- Scaled MSP operations at Millennial Networks to ~$25K MRR while leading a technical team.
- Designed an iPad ordering system generating ~$20M in its first year of operation.
- Migrated a datacenter to a co-location facility connecting 9 offices via secure networking.
- Delivered large-scale MFA deployments and cloud migration projects across industries.
Languages
English – Fluent
Spanish – Fluent