Summary
Overview
Work History
Education
Skills
Timeline
Generic

Rick Robles

Westmont,IL

Summary

Senior Systems Engineer with 13+ years of experience designing, managing and implementing Information Technology projects. Expertise in optimizing systems performance, ensuring high availability, and providing seamless service delivery to meet client needs. Proven track record in leadership, mentorship, troubleshooting and cross-functional collaboration. Proficient in a wide range of technologies including cloud services, virtualization, migrations, deployment solutions, and automation

Overview

14
14
years of professional experience

Work History

It Consultant (Contract)

Contracted
11.2024 - Current
  • Delivered a Microsoft Autopilot deployment to streamline endpoint provisioning and reduce onboarding time.
  • Led an HPE server refresh project, improving hardware performance and reliability across client environments.
  • Migrated document management to SharePoint Online enhancing collaboration and reducing file access times by 35%.
  • Troubleshot and stabilized Hyper-V environment, resolving critical performance issues.

Senior Systems Engineer, Professional Services

Onward Technologies
10.2021 - 10.2024
  • Oversee and manage end-to-end IT infrastructure projects for multiple clients, including servers, networks, storage, and cloud environments.
  • Manage Windows Server, VMware, Datto BCDR, Hyper-V, Intune, Azure AD (Entra), and Exchange environments.
  • Project Management: Lead IT projects, system migrations, upgrades, backup solutions and deployments, from planning through execution, ensuring timely and within-budget delivery.
  • Act as a subject matter expert (SME) for key client accounts, providing technical troubleshooting, advice and leading client meetings to ensure alignment on service expectations.
  • Prepare and maintain comprehensive documentation, process workflows, and knowledge base articles.
  • Trained junior engineers and provided mentoring on best practices for system administration, security, and automation.
  • Resolved 100% of critical Hyper-V issues within SLA timeframes across multiple client environments

Senior Systems Engineer

Orangetheory Fitness HQ
01.2020 - 10.2021
  • Served as a Senior Systems Engineer on a long-term consulting engagement, delivering enterprise IT services for internal corporate environment.
  • Designed, implemented, supported IT infrastructure, ensuring alignment with business requirements.
  • Provided training and mentoring to junior engineers via shadowing and knowledge sharing.
  • Administered cloud environment in Azure, including virtual machine provisioning, storage management, and network security.
  • Administered Intune MDM JAMF and Autopilot deployments for iOS, Android, and Windows devices, improving mobile security and compliance.
  • Reduced endpoint provisioning time by 60% through standardization of Autopilot and imaging workflows.

Director of Information Technology

Human Capital Research
11.2016 - 11.2019
  • Planned and implemented infrastructure projects in order to raise the environments security footprint.
  • Assisted in designing solutions to meet remediation requirements for PCI audits and security reviews.
  • Managed IT resources and hired IT consultants for developer roles within the organization.
  • Worked with MSP for support during system outages, leading incident response efforts and ensuring timely resolution.
  • Managed a $200K+ annual IT budget, optimizing vendor contracts and reducing costs by renegotiating licensing agreements.

Senior Systems Engineer, Managed Services

Project Leadership Associates
08.2012 - 12.2016
  • Managed end-to-end IT infrastructure for multiple clients, ensuring optimal system performance, high availability, and proactive issue resolution.
  • Provided 24x7 proactive and reactive management for clients across various industries, ensuring system uptime and service quality.
  • Collaborated with the support team to resolve escalated tickets and deliver customer solutions within SLAs.
  • Led enterprise endpoint deployment initiatives including imaging, Windows Deployment Services / MDT and policy enforcement.

System Administrator (Contract)

Rexam BCNA
02.2012 - 08.2012
  • Managed IT operations for multiple Rexam sites, ensuring infrastructure stability, hardware support, and end-user satisfaction.
  • Resolved 95% of support tickets on first contact, improving productivity for plant and office personnel.
  • Provided day-to-day support across networking, server maintenance, and desktop troubleshooting tasks.
  • Collaborated with internal teams to ensure systems were compliant with corporate IT policies and procedures.

Epic EHR Consultant (Contract)

Resurrection Health Care
04.2011 - 01.2012
  • Conducted on-site assessments at physician offices to evaluate infrastructure readiness for Epic EHR implementations.
  • Developed implementation roadmaps based on technical needs, workflow requirements, and clinic-specific goals.
  • Assessed 20+ physician offices for Epic EHR implementation readiness, covering infrastructure, workflow, and user needs.
  • Acted as a liaison between clinical staff and IT teams to ensure successful deployment and user adoption of Epic systems.
  • Provided guidance on hardware/software upgrades, network improvements, and data security compliance.

Education

Bachelor of Arts - Interactive Multimedia

Columbia College
Chicago, IL

JAMF PRO Associate -

JAMF University
Minneapolis, MN

ITIL Foundation V3 -

PeopleCert

Microsoft Boot Camp Training - Azure and o365

Microsoft
Chicago, IL

Microsoft AZ-104 -

Microsoft
Chicago, IL
07.2025

Skills

  • JAMF PRO
  • Apple ABM
  • Hyper-V
  • VMware
  • Microsoft Office
  • Datto BCDR
  • ConnectWise
  • Google Cloud
  • Mimecast
  • Azure
  • DUO
  • Active Directory
  • ESXi
  • WVD
  • SCCM
  • DNS
  • Office 365
  • Azure Active Directory
  • Windows Server
  • WSUS
  • WDS / MDT
  • Intune
  • Jira
  • SonicWALL
  • PowerShell
  • Power BI
  • Entra
  • Sentinel One
  • Teams
  • RMM
  • MacOS
  • IOS
  • VPN
  • Systems Design & Architecture
  • Server Administration
  • Cloud Platforms
  • Virtualization Technologies
  • Automation & Scripting
  • System Monitoring & Performance Tuning
  • Backup & Disaster Recovery
  • Excellent Customer Service
  • Documentation and knowledge management
  • Server migration
  • On-prem to cloud
  • Change management
  • Team collaboration & leadership
  • Project management
  • Migrating applications

Timeline

It Consultant (Contract)

Contracted
11.2024 - Current

Senior Systems Engineer, Professional Services

Onward Technologies
10.2021 - 10.2024

Senior Systems Engineer

Orangetheory Fitness HQ
01.2020 - 10.2021

Director of Information Technology

Human Capital Research
11.2016 - 11.2019

Senior Systems Engineer, Managed Services

Project Leadership Associates
08.2012 - 12.2016

System Administrator (Contract)

Rexam BCNA
02.2012 - 08.2012

Epic EHR Consultant (Contract)

Resurrection Health Care
04.2011 - 01.2012

Bachelor of Arts - Interactive Multimedia

Columbia College

JAMF PRO Associate -

JAMF University

ITIL Foundation V3 -

PeopleCert

Microsoft Boot Camp Training - Azure and o365

Microsoft

Microsoft AZ-104 -

Microsoft

Similar Profiles

CREATE PROFILE
Rick Robles