Darren Rolston
IT Infrastructure Engineer | Cloud Automation & DevOps Specialist
Results-driven IT Infrastructure Engineer with 10+ years architecting enterprise-scale cloud transformations and automation solutions. Expert in designing and implementing hybrid cloud infrastructures that reduce operational costs by 40%+ while enhancing security and scalability. Proven track record of leading cross-functional teams through complex migrations and delivering innovative PowerShell/API automation frameworks that transform IT operations.
Core Skills
Cloud & Automation
Azure, Microsoft Intune, PowerShell, REST APIs, Python, IaC, CI/CD
Infrastructure
VMware vSphere/ESXi, Hyper-V, Windows Server, Active Directory, Containers
Security
Zero Trust, Endpoint Management, IAM, CVE Remediation, Compliance Automation
Leadership
Cross-Functional Collaboration, Project Management, Vendor Relations
Work Experience
IT Infrastructure Engineer
CommuteAir | United Express
Architecting and implementing enterprise-scale cloud infrastructure solutions for a regional airline operator, driving digital transformation initiatives that enhance operational efficiency and security posture.
Key Achievements:
- Reduced endpoint deployment time by 40% through innovative PowerShell automation framework, saving 200+ hours monthly in IT operations
- Architected hybrid cloud migration strategy integrating 400+ endpoints from legacy on-premises to hybrid environment, eliminating critical security vulnerabilities
- Developed comprehensive API integration platform connecting Microsoft Intune, Azure AD, and third-party services; enabling real-time device telemetry and automated remediation
- Led cross-functional initiative with Security and Network teams to implement Zero Trust security model across 1,000+ endpoints
- Created self-healing infrastructure using PowerShell DSC and Azure Automation, reducing incident response time by 60%
Technical Impact:
- Designed scalable Intune deployment supporting 1,000+ devices with 99.9% compliance rate
- Built PowerShell modules for automated configuration management and monitoring
Technology Specialist
South Euclid Lyndhurst City Schools
Managed enterprise IT infrastructure supporting 3,000+ users across a K-12 campus, focusing on modernization and efficiency improvements.
- Orchestrated network infrastructure upgrade deploying Aruba wireless and Palo Alto security solutions
- Reduced support ticket resolution time by 35% through staff training and process optimization
- Implemented hybrid Azure AD integration improving authentication security for 3,000+ users
IT Consultant/CEO
Rolston Technologies LLC
Founded and led IT consulting firm specializing in cloud migrations and infrastructure modernization for SMB clients.
- Built and managed team of 5 consultants serving 20+ clients across healthcare, finance, and retail
- Delivered $2M+ in client cost savings through strategic cloud migrations and automation
- Achieved 95% client retention rate through innovative solution design and exceptional service delivery
- Developed automation frameworks reducing deployment times by 50% across client base
IT Director/Chief Information Officer
Motorcars Group
Led complete IT transformation for multi-location automotive retail chain, focusing on cost optimization and security enhancement.
- Reduced IT operational expenses by 26% ($300K+ annual savings) while improving system reliability
- Led incident response for major cybersecurity event, achieving full recovery in 48 hours
- Implemented enterprise-wide backup and disaster recovery solution ensuring business continuity
Additional Experience
Various Organizations
- Micro Systems Management | IT Consultant (2018-2019)
- South Euclid Lyndhurst City Schools | IT Technician (2014-2019)