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Jacob Ware

@jacobware

Senior Endpoint Engineer specializing in Microsoft Intune and M365 automation, securing fleet-scale devices with PowerShell + Graph API.

United States
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What I'm looking for

I’m looking to own fleet-scale endpoint management and Microsoft 365 security automation, building PowerShell + Graph solutions that reduce tickets through measurable proactive remediations, with strong runbooks and governed environments.

I’m a senior endpoint engineer with 8+ years administering, automating, and securing Microsoft 365 and Microsoft Intune environments at fleet scale. I own a 400+ Windows and 66 macOS device estate across hybrid Microsoft Entra ID, combining hands-on endpoint engineering with governed security practices.

In my current role, I engineered PowerShell + Microsoft Graph API Proactive Remediations that reduced internal support volume by 40% by detecting-and-correcting configuration drift instead of relying on user-reported tickets. I also architected a Win32 LOB application packaging pipeline for deterministic SYSTEM-context rollouts, built Graph automation for Intune script deployment and Exchange/SharePoint cleanup across rehire scenarios, and standardized triple-logging for reliable remote diagnostics—while mentoring technicians to raise the team’s automation literacy.

Experience

Work history, roles, and key accomplishments

Truckstop.com logoTR
Current

Senior System Administrator

Dec 2022 - Present (3 years 6 months)

Architected and shipped 8+ Microsoft Intune Proactive Remediation script pairs (PowerShell + Microsoft Graph API) to keep browsers, runtimes, PowerShell 7, and Win32 LOB apps evergreen across a 400-Windows endpoint fleet. Reduced monthly ticket volume from ~1,500 to ~900 (40%) by detecting-and-correcting configuration drift, while administering Entra ID/Conditional Access/MFA for 700+ employees an

TS

IT Support Specialist

Terry Reilly Health Services

Oct 2021 - Dec 2022 (1 year 2 months)

Provided Tier II support for ~300 users across 15+ Treasure Valley clinical sites in a HIPAA-regulated environment. Led enterprise Windows 11 hardware upgrade rollouts and owned device deployment, imaging, onboarding, and asset lifecycle for distributed healthcare locations.

Education

Degrees, certifications, and relevant coursework

ED

Experience in lieu of degree

Experience in lieu of degree, Enterprise IT Systems Administration

10+ years of progressive enterprise IT systems administration, endpoint engineering, and technical leadership were provided as experience in lieu of a formal degree.

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