AVP, Digital Workplace Engineering

The Hartford

. Set the engineering and reliability strategy for collaboration, digital workspace, and connected platforms .

Posted 9/30/2026full-timeUnited StatesLead💰 $201,500 - $302,500 per yearWebsite

Core Competencies

Role fit

Core Competencies

Use this summary to align your resume positioning with the role.

Demonstrates expertise in leading engineering organizations with a focus on AI-first and automation-first strategies, while operationalizing reliability engineering practices and driving measurable outcomes through OKR-based goal setting. Proficient in managing vendor relationships and ensuring digital employee experience through observability and automation tooling.

Highest-signal resume keywords

AI-First Engineering TransformationReliability Engineering PracticesMicrosoft 365 EcosystemOKR-Based Goal SettingAutomation and Observability Tooling

ATS Keywords

Tailor your resume

Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills

Reliability EngineeringIncident ManagementAutomationObservabilityAI-First SDLC StandardsInfrastructure-As-CodeDigital Employee Experience MeasurementChaos EngineeringCapacity PlanningProduct Management Practices

Soft Skills

LeadershipStrategic PlanningCollaborationCommunicationTeam Development

Tools & Technologies

Microsoft 365IntuneWindows 365Azure Virtual DesktopCitrixNexthinkDynatraceSplunkTerraformAnsible

Industry Keywords

Technology EngineeringOperationsFinancial ServicesInsuranceRegulated Industry

Tech Stack

Tools & technologies

AnsibleAzureCitrixPythonSDLCSplunkTerraform

About the role

Key responsibilities & impact

Set the engineering and reliability strategy for collaboration, digital workspace, and connected platforms
Translate strategy into a multi-year roadmap aligned to the CTO’s AI-first engineering direction
Set and own engineering organization OKRs aligned to CTO-level OKRs
Operationalize Reliability Engineering across owned platforms, including SLOs, incident standards, RE Squad integration, and run-operations-to-RE alignment
Drive an AI-first, automation-first engineering culture through AI-first SDLC standards, infrastructure-as-code, automated and agentic remediation, and release pipelines
Build end-to-end observability and digital employee experience monitoring
Lead, grow, and modernize engineering directors and their organizations
Partner with security, identity, networking, infrastructure, and Reliability Engineering teams
Own vendor and platform relationships, roadmaps, SLAs, and integrations
Define and report key results for availability, reliability, AI-first adoption, digital employee experience, and automation
Review OKR progress with executive leadership regularly

Requirements

What you’ll need

12+ years in technology engineering and operations
5+ years leading multi-team engineering organizations, managing managers/directors
Proven record driving an AI-first or AI-assisted engineering transformation at scale
Track record building or transforming a reliability engineering practice, including SLOs, incident management, and measurable toil reduction
Deep engineering background in collaboration and/or digital workspace platforms, including Microsoft 365/Teams, voice, endpoint/EUC, virtual desktop, and productivity tooling
Hands-on credibility with automation and observability tooling
Experience shifting an organization from operations-led to engineering-led delivery, including vendor and managed-service environments
Experience leading through OKRs and outcome-based goal setting
Enterprise-scale experience in a regulated industry; financial services/insurance preferred
Based in or able to work in the greater Hartford, CT area on a hybrid schedule, three days per week in office
Familiarity with agentic operations / agentic Reliability Engineering and applying AI to operational decision-making preferred
Experience standing up Digital Employee Experience measurement preferred
Background in product-management practices applied to internal platforms preferred
Familiarity with chaos/resilience engineering and large-scale capacity planning preferred
Deep, current command of the Microsoft 365 ecosystem
Knowledge of reliability/site reliability engineering, observability, and modern incident management
Fluency leading teams through OKR-based goal setting and outcome measurement
Preferred tooling: Intune; Windows 365 or Azure Virtual Desktop/Citrix; Nexthink, Dynatrace, or Splunk; Terraform/Ansible; PowerShell/Python; Microsoft 365, including Power Platform and Microsoft Copilot
Must be authorized to work in the United States without employer sponsorship

Benefits

Comp & perks

Short-term or annual bonuses
Long-term incentives
On-the-spot recognition
Relocation assistance for candidates who wish to relocate to Hartford, CT
Hybrid work environment