Inspira Financial · 17 hours ago
Sr. IT Technical Lead
Oak Brook, IL
Full-time
Hybrid
Mid, Senior Level
$88K/yr - $100K/yr
5+ years expInspira Financial is a client-focused company dedicated to improving health and wealth journeys. The Sr. IT Technical Lead will manage device ecosystems across various operating systems, lead endpoint reliability, and enhance user experience through automation and technical mentorship.
Financial Services
Responsibilities
Serve as an escalation point for endpoint issues (Windows/macOS/iOS/Android), collaborating with Service Desk for resolution
Participate and support the design, implementation, and maintenance of the MDM policies, profiles, and baselines for Windows 11 (Intune) and macOS (Jamf or similar tool), covering security, compliance, encryption, patching, app deployment, and configurations
Own the device lifecycle: procurement intake, enrollment, configuration, periodic health checks, OS/app updates, offboarding/retirement (wipe, reassignment, data retention), and auditing
Develop and maintain Zero‑Touch/AutoPilot/ABM provisioning workflows
Monitor and remediate endpoint vulnerabilities (OS/app patching, misconfigurations, EDR alerts, device posture)
Improve device performance, stability, and user experience through telemetry, analytics, and feedback
Mentor and support the Deskside and Helpdesk teams, acting as an additional technical tier providing knowledge and troubleshooting assistance
Provide high‑touch, discreet, and initiative-taking support for C‑suite and senior leaders, including conference room/AV readiness, and rapid incident resolution
Create personalized runbooks and VIP device standards to minimize downtime and ensure exceptional experience
Drive implementation of automation program and required toolsets to reduce impact on the end user community
Build and maintain automation for deployment, configuration drift correction, compliance remediation, and self‑service tasks using Microsoft Power Automate and coordinate across Azure AD/M365/Freshservice/Intune/Jamf
Build and maintain automation for deployment, configuration drift correction, compliance remediation, and self‑service tasks using PowerShell, Power Automate, or similar tools (including REST/SOAP API integrations with Intune, Microsoft Graph, Jamf, and ITSM platforms)
Package and deploy applications/updates using Robopack (or similar packaging/automation tool); improve silent installs, versioning, rollback, and dependency management
Maintain and optimize ITSM processes aligned to ITIL (Incident, Service Request, CMDB, Knowledge)
Integrate HRIS triggers (e.g., new hire/term updates) with ADP/Freshservice/Intune/Jamf and M365
Qualification
Required
5–7+ years in desktop/end‑user computing with Windows 11 and MacOS administration
Bachelor's degree in computer science or related degree or related experience
CompTIA A+, Network+, and Security+ as well as Microsoft 365 Certified: Endpoint Administrator Associate
Experienced in Active Directory user administration, OS imaging processes, ticketing, SW installation, VM/VDI/Citrix, automated ticketing systems (FreshService, ServiceNow), troubleshooting in the Windows desktop environment (networking, OS, Microsoft Office suite
Hands‑on expertise with Microsoft Intune (Windows) and Jamf Pro (macOS) for MDM lifecycle, compliance, app deployment, and scripting
Proven executive/white‑glove support experience with excellent professionalism and discretion
Strong scripting ability in PowerShell (advanced), Python, or JavaScript, including REST API usage (Microsoft Graph, Jamf API, ITSM APIs)
Experience with packaging/automation tools such as Robopack or equivalents (e.g., PDQ Deploy, Chocolatey, Winget, Jamf packages, Munki, RayPack, Ivanti)
Deep knowledge of ITSM/ITIL processes; experience using platforms like ServiceNow, Jira Service Management, or Freshservice
Endpoint security skills: BitLocker/FileVault, EDR/XDR (e.g., Defender for Endpoint), vulnerability remediation, and compliance baselines
Knowledge of TCP/IP, Windows Security (Share and NTFS permissions)
Extensive knowledge of Windows OS and related configuration
Knowledge of Servers, Switches, Routers, and Data Center related hardware
Experience in handling escalated issues, resolving more complex technical issues
Experience with VOIP/Telephony systems
Strong troubleshooting across hardware, drivers, OS, networks (VPN/Wi‑Fi), certificates, identity, and collaboration tools (O365, Teams/Zoom)
Excellent communication, documentation, and stakeholder management skills
Infrequent travel (10%)
Ability to provide personal transportation from time to time
Ability to work overtime
Prolonged periods of sitting at a desk and working on a computer
Benefits
Healthcare
401K savings plan
Company holidays
Paid time off
Parental leave
Employee assistance program
Company
Inspira Financial
Inspira Financial is your devoted health, wealth, retirement, and benefits administrator.
1001-5000 employees
Funding
Current Stage
Late StageLeadership Team
Julie Nelson
DIRECTOR, BACK OFFICE OPERATIONS
Company data provided by crunchbase