Cloud End User Technology Engineer

Odyssey Reinsurance Company (OdysseyRe) is the global reinsurance arm of Odyssey Group, one of the world’s leading providers of reinsurance and specialty insurance. OdysseyRe offers a broad range of property, casualty, and specialty reinsurance products, providing capital and risk management solutions for clients to efficiently manage economic risk through a network of branch and representative offices across North America, Latin America, EMEA (Europe, Middle East & Africa), AsiaPacific and London.

OdysseyRe is an equal opportunity employer with excellent benefits and a strong commitment to providing training and opportunities for our staff. We provide employees an innovative, enriching environment and take great pride in their career growth.

OdysseyRe is rated A+ (Superior) by AM Best and AA- (Very Strong) by Standard and Poor’s. Odyssey Group is a subsidiary of Fairfax Financial Holdings Limited, which is traded on the Toronto Stock Exchange under the symbol FFH.

Cloud End User Technology Engineer (local to Stamford, CT)

Odyssey Group’s End User Technology team is looking for a Senior Cloud Endpoint Engineer to help lead initiatives that modernize, secure, and scale our endpoint environment across a global enterprise. In this role, you’ll work with the latest technologies – including InTune, AutoPilot, Azure Virtual Desktop (AVD), MECM, and Tanium – to design and deliver seamless, secure, and high-performing end-user solutions.

Modern Endpoint Management

• Lead the architecture, deployment, and lifecycle management of endpoints using Microsoft Intune, Autopilot, Tanium, and co-managed SCCM/MECM environments.
• Define and enforce endpoint standards, compliance policies, configuration baselines, and update rings.
• Design and manage zero-touch and hybrid imaging/deployment models.

Automation & Software Delivery

• Package, test, and deploy enterprise applications using Intune, MECM, and Tanium.
• Develop automation solutions using PowerShell and other modern scripting languages to streamline provisioning, patching, and ongoing endpoint tasks.
• Maintain a high level of endpoint performance, security, and user experience.

Virtual Desktop Infrastructure (VDI)

• Architect, deploy, and support Azure Virtual Desktop (AVD) environments for remote/hybrid teams.
• Monitor and optimize virtual desktop environments for performance, availability, and compliance.

Collaboration & Support

• Act as a senior escalation point for L3 endpoint issues and coordinate across infrastructure, security, and help desk teams.
• Contribute to the evaluation and adoption of new tools and practices to enhance device management and user productivity.
• Maintain detailed technical documentation, build guides, and operational procedures.

Desired experience, qualifications, and education

• 5+ years in IT, with 3+ years specializing in cloud-based endpoint management
• Deep expertise in Microsoft Intune, Autopilot, scripting, and MDMs
• Strong experience with Windows Client & Server OS, Group Policy, and Active Directory
• Proven ability to package, deploy, and troubleshoot software in enterprise environments
• Experience with mobile device management (IOS / Android, as well as Mac OS)
• Ability to work independently and collaboratively in fast-paced environments

• Microsoft certifications (e.g. AZ-900, MD-102, AZ-104, MS-500)
• Experience with hybrid environments (Intune + MECM, AD + Entra ID)
• Knowledge of endpoint security tools and practices

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