Summary
Overview
Work History
Education
Skills
Certification
Affiliations
Timeline
Generic

John Olaosebikan

Summary

Experienced Infrastructure Engineer with 8+ years of expertise in designing and automating scalable, secure, and resilient cloud and on-prem environments. Proven ability to manage complex, multi-tenant hosting infrastructure, leveraging DevOps, virtualization, networking, and security principles. Adept at Infrastructure as Code (IaC), monitoring systems, and delivering high-availability platforms for healthcare and enterprise clients. Committed to learning and excelling in a mission-driven, collaborative team environment.

Overview

9
9
years of professional experience
1
1
Certification

Work History

Cloud Operations Infrastructure Administrator

Insurity
05.2022 - Current
  • Engineered secure, scalable cloud infrastructure for global remittance platforms, maintaining high availability across multi-region AWS setups.
  • Automated infrastructure deployment and configuration with Terraform and Ansible, reducing provisioning time by 70%.
  • Developed patching strategy using automation scripts for over 200 Linux instances, pulling updates securely from a centralized private repo.
  • Implemented IAM least privilege models, cross-account role assumptions, and CloudTrail monitoring for audit readiness.
  • Orchestrated centralized logging and alerting using Prometheus, CloudWatch, and SlackOps workflows.
  • Led incident response efforts for performance degradations and outages, reducing mean time to resolution (MTTR) by 40%.
  • Collaborated with DevSecOps team to integrate static and dynamic scanning tools in CI/CD pipelines (e.g., Trivy, SonarQube).
  • Designed secure VPC peering and Transit Gateway configurations across AWS org accounts for seamless connectivity.
  • Maintained compliance with internal security controls and regulatory standards, documenting controls and remediation efforts.

Devops Administrator

National Association of Insurance Commissioner
12.2020 - 01.2022
  • Delivered technical support for Microsoft and Linux desktop environments in both physical and virtual environments.
  • Supported Cisco UCS blade infrastructure, coordinating with vendors for advanced diagnostics.
  • Responded to customer issues via a 24/7 service desk, resolving 85% of issues within SLA.
  • Assisted with VMware vSphere administration and VM provisioning.
  • Maintained and updated knowledge base documentation.
  • Optimized cloud infrastructure for high availability and security, reducing downtime by 40% through automated provisioning using Terraform and CloudFormation.
  • Integrated security tools into DevOps pipelines to ensure secure, automated application deployment and monitoring, improving compliance by 20%.
  • Collaborated with cross-functional teams to identify opportunities for automation in cloud infrastructure management, resulting in more efficient resource allocation and cost savings.
  • Managed Linux-based cloud environments, optimizing system performance and security.
  • Developed and maintained automation scripts for routine tasks, reducing manual workload by 40%.
  • Conducted database/system performance analysis, capacity sizing, and optimization.
  • Automated the provisioning of cloud infrastructure using CloudFormation.
  • Tested and deployed automation solutions utilizing Docker containerization and shell scripting for manual task automation.

Cloud Engineer

Endurance International Group
10.2019 - 11.2020
  • Managed virtual desktop environments and backend VMware infrastructure for enterprise clients.
  • Supported data center operations including HP BladeSystem maintenance and monitoring.
  • Collaborated with engineering teams to manage system health and performance.
  • Ensured high availability of systems and conducted regular business continuity tests.
  • Engineered cloud infrastructure solutions using AWS services, ensuring security and compliance while optimizing system performance.
  • Designed and implemented cloud security best practices, including multi-factor authentication (MFA) and robust IAM frameworks.
  • Spearheaded migration and re-hosting of critical applications to the cloud, contributing to operational improvements and reduced costs.
  • Collaborated closely with the Cloud Security team to automate and manage security processes, ensuring robust cloud infrastructure security.
  • Managed systems administration and network operations for hybrid cloud environments, ensuring high availability and performance.
  • Assisted in managing the AWS interface and monitoring utilized AWS services and resources.

Cloud Architect

HopeCare services, Consult Dami LLC
01.2018 - 09.2019
  • Provided frontline support for hardware, software, and network issues for 500+ users.
  • Logged, tracked, and escalated incidents using Jira Service Desk.
  • Assisted in monthly patch rollouts and security updates for endpoints and servers.
  • Trained users on self-service portal functionality and basic troubleshooting.
  • Designed and deployed scalable, secure cloud solutions that complied with industry regulations and company policies, facilitating safe and efficient business operations.
  • Managed project timelines and budgets for cloud implementation projects, consistently delivering within allocated resources.
  • Played a key role in the development of cloud governance frameworks, establishing standards and practices that ensured regulatory compliance and operational excellence.

Technical Service Assistant

Opex Oil and Gas
08.2016 - 01.2018
  • Supported clients on a rotating shift schedule, ensuring system availability and resolving incidents.
  • Maintained internal systems, installed software updates, and supported printer and desktop configurations.
  • Escalated complex technical issues to appropriate Level 2 and 3 teams.
  • Contributed to the creation of technical documentation and user manuals.
  • Played a key role in the development of cloud governance frameworks, establishing standards and practices that ensured regulatory compliance and operational excellence.

Education

Web Development -

Digital Film Academy (Code Immersive)
New York, NY
12.2018

Bachelors - Computer Science

Bowen University
09.2016

Skills

  • Cloud Platforms: Proficient in AWS, Azure, GCP, including hands-on management, automation, and configuration
  • Programming/Scripting: Experienced in Terraform, CloudFormation, Bash, Python, PowerShell, with applications in IAM policy automation
  • Containerization: Kubernetes (K8s), Docker, Container orchestration, Application containerization
  • DevOps & CI/CD: Skilled in Jenkins, Ansible, GitLab, GitHub, with a focus on infrastructure as code and continuous integration/deployment
  • Backup & Recovery: (SAN, NAS, Veeam, Snapshots)
  • Virtualization: VMware vSphere & Virtualization
  • Containers & Orchestration: Knowledgeable in Docker and Kubernetes for container management and application scaling
  • Operating Systems: Windows, Linux-Based systems, UNIX
  • Databases: Versatile with Firebase, PostgreSQL, MySQL, SQL, Oracle, DynamoDB for robust data management solutions

Certification

  • AWS Certified Solution Architect (Associate)
  • System Operations on AWS
  • Authentication and Authorization / Access Management (AWS Training)
  • Certified Scrum Master
  • Computer Network Management (Associate)
  • CompTIA A+ (New Horizons)
  • AWS Certified Security (Specialty) Pending

Affiliations

  • Cloud Security Alliance
  • John brings a rich blend of technical expertise, leadership in cloud infrastructure, and a passion for automation and security to drive operational excellence and innovation.

Timeline

Cloud Operations Infrastructure Administrator

Insurity
05.2022 - Current

Devops Administrator

National Association of Insurance Commissioner
12.2020 - 01.2022

Cloud Engineer

Endurance International Group
10.2019 - 11.2020

Cloud Architect

HopeCare services, Consult Dami LLC
01.2018 - 09.2019

Technical Service Assistant

Opex Oil and Gas
08.2016 - 01.2018

Bachelors - Computer Science

Bowen University

Web Development -

Digital Film Academy (Code Immersive)

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John Olaosebikan