5+ years * AWS + On-Prem

Steven Rupert

Cloud / Infrastructure / DevOps Engineer

Cloud and Infrastructure Engineer with 5+ years of experience operating and automating production systems across AWS and on-prem environments.

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Core Competencies

cloud
Cloud & Platform Operations
AWS, VMware vSphere 7-8, on-prem and hybrid systems
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Infrastructure as Code
Terraform, Ansible, Packer
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CI/CD & Delivery
Jenkins pipelines, Git review workflows, release automation
monitoring
Observability
Datadog metrics, logs, alerting, and on-call operations

Philosophy

01_PRINCIPLES
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Automation First

If it happens twice, automate it. Infrastructure should be predictable, versioned, and reproducible.

security

Reliability Focused

Production operations are part of engineering. Monitoring quality and actionable alerting matter as much as deployment speed.

vpn_lock

Security by Baseline

IAM, network controls, and consistent hardening are treated as default platform requirements, not post-release tasks.

Experience

02_ARCHITECTURE_HISTORY
2020 — Present

Cloud / Infrastructure / Platform Engineer

Kajeet, Inc.

  • 01

    Designed, deployed, and operated production infrastructure across AWS and on-prem environments supporting Dev, QA, Staging, and Production systems.

  • 02

    Developed and maintained Ansible automation for security agents, monitoring agents, OS updates, internal reporting, and refactored legacy automation to reduce drift.

  • 03

    Designed and deployed Ansible Automation Platform (AAP), integrated with Active Directory via LDAP, to centralize recurring production automation.

  • 04

    Built a greenfield Terraform codebase for vSphere, automating provisioning for production workloads across two datacenters and multiple environments, and reducing delivery time from days to hours.

  • 05

    Maintained Terraform deployments for AWS infrastructure across multiple environments using Jenkins-driven plan/apply workflows, remote state, and Git review gates.

  • 06

    Served as SME for multi-cluster vSphere 7-8 operations and participated in a 4-person on-call rotation, reducing alert fatigue through Datadog monitor tuning.

AWS VMware vSphere Terraform Ansible Jenkins Datadog Python Kubernetes

Capability Stack

03_SYSTEM_RESOURCES
PLATFORMS
AWS
VMware vSphere 7-8
Hybrid On-Prem/Cloud
PROVISIONING
Terraform
Ansible
Packer
RUNTIME
Linux (Ubuntu, RHEL)
Containers
Kubernetes
TOOLING
Jenkins
Datadog
Python / Bash
Foundational Logic

Education

Formal training in networking and cybersecurity, backed by hands-on infrastructure operations and automation experience.

B.S. Computer Networks & Cybersecurity, University of Maryland Global Campus (2020)
A.A.S. Information Services Technology, College of Southern Maryland (2018)