Manager, Modern Workplace – Endpoint Management & Digital Experience

We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.   

We are seeking a Modern Workplace Engineering Manager to lead our End User Services (EUS) Endpoint Management and Digital Experience function. This role is responsible for defining strategy, leading engineering teams, and driving the modernization of endpoint platforms across Windows, macOS, mobile and virtualized desktop environments.

The successful candidate will play a critical leadership role in migrating legacy, on-premises endpoint management capabilities (GPO, patching, build and software distribution) to cloud based, modern management solutions, while improving endpoint reliability, security posture, and employee digital experience at scale.

This role combines hands-on technical depth, people leadership, and enterprise level strategy execution.

This role will have a Hybrid work schedule, with the expectation of working in an office (Hartford, CT) 3 days a week (Tuesday through Thursday).

Key Responsibilities

Endpoint Platform Strategy & Modernization

• Own the enterprise endpoint management strategy for Windows, macOS, and virtual desktop platforms, supporting large‑scale environments.
• Lead the transition from on-premises device management (Group Policy, legacy patching and software distribution) to cloud native endpoint management.
• Drive OS lifecycle management, including upgrades, platform currency, and hardware refresh strategies.
• Establish standards for device configuration, compliance, security baselines, and endpoint resilience.

• Lead GPO-to-cloud migration efforts, translating legacy policy constructs into modern, identity-driven endpoint configurations.
• Modernize patching and update strategies, shifting from traditional on-prem approaches to cloud-based servicing models.
• Partner with Identity and Security teams to ensure endpoint management aligns with Zero Trust and enterprise security principles.
   

Digital Experience & Endpoint Health

• Own the observability platform for endpoint health, performance, and digital experience across physical and virtual endpoints.
• Drive proactive identification and remediation of stability, performance, and user impacting issues.
• Reducing incident volume and mean time to resolution through engineering led platform improvements and automation.
• Leverage telemetry and experience insights to inform roadmap and investment decisions.

Engineering Leadership & Delivery

• Lead, mentor, and develop a team of endpoint and workplace engineers, fostering accountability, automation, and continuous improvement.
• Set clear technical standards, operating models, and delivery expectations.
• Balance hands-on technical leadership with people management responsibilities, including hiring, coaching, and performance management.
• Ensure strong documentation, operational maturity, and repeatable engineering practices.
   

AI Literacy

As part of our modern workplace strategy, this role is expected to demonstrate AI literacy and applied understanding of how AI-driven capabilities can enhance endpoint management, operations, and employee experience.

• Maintain a working knowledge of enterprise approved AI tools and platforms and how they apply to endpoint operations, support, and engineering workflows.
• Identify opportunities where AI assisted insights, automation, or agents can improve endpoint health, reduce operational toil, and enhance user experience.
• Incorporate AI considerations into future state endpoint architecture, tooling evaluations, and digital experience strategies.
• Promote continuous learning and experimentation with AI capabilities while maintaining clear guardrails and accountability.

Required Qualifications

• Bachelor's Degree in IT field (Computer Science, Software Engineering, Data Science…)
• 8+ years of experience in enterprise endpoint, workplace, or infrastructure engineering, including people leadership.
• Deep expertise in managing Windows and macOS endpoints at scale.
• Proven experience migrating on-prem endpoint management workloads (GPO, patching, software distribution) to cloud based models.
• Strong understanding of modern endpoint architecture, identity-driven access, and device compliance.
• Experience supporting virtual desktop environments (Win365 / AWS Workspaces).
• Ability to lead complex, multi‑year transformation initiatives in large enterprise environments.
• Excellent communication skills across technical and executive audiences.

Preferred Qualifications

• Experience with modern endpoint management platforms and cloud first workplace strategies.
• Familiarity with digital experience monitoring / endpoint analytics capabilities.
• Cloud or IT service management certifications.
• Experience operating within Fortune 500 / Fortune 200 environments.

Candidate must be authorized to work in the US without company sponsorship. The company will not support the STEM OPT I-983 Training Plan endorsement for this position.

Compensation

The listed annualized base pay range is primarily based on analysis of similar positions in the external market. Actual base pay could vary and may be above or below the listed range based on factors including but not limited to performance, proficiency and demonstration of competencies required for the role. The base pay is just one component of The Hartford’s total compensation package for employees. Other rewards may include short-term or annual bonuses, long-term incentives, and on-the-spot recognition. The annualized base pay range for this role is:

Equal Opportunity Employer/Sex/Race/Color/Veterans/Disability/Sexual Orientation/Gender Identity or Expression/Religion/Age

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