Infrastructure Team Lead - Windows Server + AWS Hybrid Cloud

Jason Adams

I lead a Windows Server infrastructure team at Tyler Technologies, managing 1,100+ servers and 18 AWS accounts for state, federal, and international government platforms. I work at the bridge between the VMware estate and the cloud it is moving to: operations, migrations, patching, mail security, DR, and the leadership work that keeps the whole thing moving.

Kansas City Metro AWS Certified Cloud Practitioner USAF Veteran
1,100+Windows servers
18AWS accounts
$7M+annual AWS spend
3direct reports
35years in IT

Projects

Side projects where I practice the same disciplines I use professionally: reliable deployments, observability, automation, and resilient hosting.

Live

Concert Shirt Bingo

Bingo for the pit: generate a card for any artist and spot band shirts, crowd chaos, and show moments live at the venue. React + Vite with a resilient music-data chain and serverless hosting.

concertshirtbingo.com
Active review

Play Ball Bingo

A sports-themed bingo experiment and second-screen concept built around live game events. The product model is under review, but the technical prototype is online.

playballbingo.com
Active

Supplemental Sound

A Kansas City live-music journal with concert coverage, venue notes, and weekly show updates for the area.

supplementalsound.com
Always on

The Homelab

A Tailscale-meshed fleet with local AI workloads, self-hosted services, DNS edge, backups, and uptime monitoring. Production discipline, hobby budget.

read the build logs

What I Am Looking For

Infrastructure leadership and senior engineering work where hybrid systems matter: Windows Server fleets, AWS operations, cloud migration, patch and vulnerability programs, DR, email security, and teams that need calm operational judgment.

Experience

Team Lead - Infrastructure & Hosting · Tyler Technologies

April 2026 - present
  • Direct supervisor of a three-engineer Windows Server infrastructure team while carrying a full engineering workload.
  • Manage 1,100+ Windows servers during an active migration from VMware on-prem to AWS.
  • Operate 18 AWS accounts across Windows and Linux workloads with $7M+ combined annual spend.
  • Own monthly patching across dev, test, stage, prod, and DR using SCCM, PatchMyPC, Syxsense, and Recast Right Click Tools.
  • Administer Azure Arc ESU for legacy Server 2012/2016 lifecycle, plus CrowdStrike coverage and operational automation.
  • Own cross-domain mail routing and IronPort/Proofpoint administration for the egov.com to tylertech.com migration.

Infrastructure Engineer / AWS Cloud Engineer · Tyler Technologies

August 2023 - April 2026
  • Worked across Windows, AWS, and email-security workstreams as the bridge between on-prem and cloud teams.
  • Ran 12+ AWS accounts hosting parks, recreation, and payment platforms for Missouri, California, and New Zealand clients.
  • Executed monthly patch cycles across five environment tiers for 1,500+ servers with 24/7 Nagios monitoring and on-call rotation.
  • Administered Exchange and IronPort/Proofpoint mail flow during the egov-to-tylertech domain migration.

System Engineer II - Payments Team · Tyler Technologies

October 2022 - August 2023

Sysadmin for payment-processing applications serving local, state, and federal customers. Triaged production incidents between government clients and development teams, and participated in monthly DR failover testing for payment platforms.

Senior Desktop Technician · Tyler Technologies

October 2019 - October 2022

Implemented Microsoft Intune to manage 1,000 end-user workstations, provided Tier 2 support, and was promoted to System Engineer II within two years.

Earlier career

1991 - 2019

Full-stack IT support at Rodey Law Firm; sole sysadmin for 360 Architecture; SCCM and MDT deployment work at Lathrop Gage; data-center operations at GSI Hosting; team leadership at Shook, Hardy & Bacon via Williams Lea; site management at Intel Rio Rancho via ENTEX; healthcare desktop support; software-company IT; and U.S. Air Force programming and Unix systems work.

Skills & Certifications

LeadershipDirect supervision, performance reviews, development planning, work assignment, escalation, technical mentorship, cross-functional coordination
CloudAWS: EC2, Elastic Beanstalk, CloudFront, RDS, S3, VPC, Route 53, SNS, Systems Manager, CloudWatch, DMS, CloudShell, multi-account operations, cost optimization
On-premWindows Server, VMware vSphere, Active Directory, Group Policy, SCCM, PatchMyPC, Syxsense, Recast RCT, Azure Arc ESU, Nagios
SecurityCisco IronPort, Proofpoint, Exchange decommission and hybrid mailflow, CrowdStrike, vulnerability management, patch operations, DR operations
ToolingPowerShell, Bash, Git, Docker, Linux, Tailscale, Cloudflare, automation for multi-account operations

Active: AWS Certified Cloud Practitioner · Google AI Essentials
In progress: AWS Certified Solutions Architect - Associate · CompTIA Security+ (SY0-701)