Infrastructure Architect Team Lead, Agile

Milton CAT is a major Caterpillar (CAT) equipment dealer serving the Northeastern United States, providing machinery, power systems, technology solutions, parts, and service to a wide range of industries. The company is headquartered in Milford, Massachusetts and operates extensively across Massachusetts, Rhode Island, Maine, New Hampshire, Vermont, and Upstate New York.

Founded in 1960, Milton CAT remains a privately held, family-owned business, known for being one of the world’s top CAT dealers by sales volume and for its progressive business practices. The company has grown to include multiple locations and nearly 1,700 employees, offering comprehensive support for heavy equipment and power systems customers.

Position Summary

We are seeking a dynamic and technically grounded Agile Lead to guide the delivery and continuous evolution of our global enterprise infrastructure platforms.

Supporting a workforce of 1,500+ employees across multiple Northeast locations, this role sits at the intersection of agile delivery, technical leadership, and hands-on engineering.  You will lead cross-functional teams, ensure effective agile execution, and actively contribute to designing and building scalable, resilient infrastructure solutions within a Microsoft-centric environment.

This is a hands-on leadership role where you will shape technical direction, mentor engineers, and contribute directly to engineering outcomes, fostering a modern, cloud-first, and endpoint-aware IT ecosystem.

Why This Role

• Direct impact on modernizing infrastructure using Microsoft cloud and endpoint technologies
• Opportunity to lead agile delivery while staying deeply technical
• Influence both engineering culture and platform strategy
• Drive transformation toward a cloud-first, zero-trust, and endpoint-managed enterprise

Why Join Milton CAT?

• Collaborative, supportive, and growth-minded culture.
• Exposure to leading-edge technologies and large-scale, high-impact IT operations.
• Opportunities for professional development and career advancement.
• Comprehensive benefits and competitive compensation.

Agile Delivery Leadership

• Lead and facilitate agile ceremonies (sprint planning, stand-ups, retrospectives, backlog refinement) to ensure predictable, high-quality delivery
• Partner with product owners and stakeholders to prioritize infrastructure and platform work aligned to business outcomes
• Remove impediments and optimize delivery using agile metrics (velocity, cycle time, throughput)
• Drive continuous improvement through retrospectives and data-driven insights

Hands-On Engineering Responsibilities

• Contribute directly to engineering and automation efforts, including:
  • Infrastructure-as-code using Terraform, Bicep, or ARM templates
  • CI/CD pipelines leveraging Azure DevOps and GitHub Actions
  • Azure services (e.g., Entra ID (Azure AD), Storage, App Services)
• Implement automation for provisioning, patching, configuration management, and backup
• Troubleshoot complex issues across cloud, network, identity, and endpoint layers
• Support incident response, root cause analysis, and post-incident improvements

Microsoft Platform & Endpoint Management

• Lead engineering and optimization of Microsoft 365 and endpoint management solutions, including:
  • Microsoft Intune (MDM/MAM policies, device compliance, application deployment)
  • Endpoint Manager / MEM and modern device management practices
  • Autopilot provisioning and zero-touch deployment strategies
• Manage and enhance endpoint security posture using Microsoft Defender for Endpoint and security baselines
• Integrate identity and access controls through Microsoft Entra ID, Conditional Access, and Zero Trust principles
• Drive lifecycle management of Windows endpoints, including patching, compliance, and user experience optimization

Infrastructure & Platform Delivery

• Oversee delivery of infrastructure initiatives across Azure, on-prem, and endpoint ecosystems
• Collaborate with security and architecture teams to ensure alignment with compliance and governance standards
• Enable self-service infrastructure and endpoint capabilities to improve developer and user productivity

Operational Reliability & Observability

• Ensure high availability and performance of infrastructure and endpoint services
• Implement proactive monitoring, alerting, and incident response using Microsoft tooling
• Leverage metrics (MTTR, SLAs, SLOs) to continuously improve reliability and service quality

Collaboration & Stakeholder Engagement

• Act as a bridge between engineering, architecture, security, and business teams
• Communicate technical strategies and delivery progress clearly to stakeholders
• Align teams around Microsoft platform strategy, cloud adoption, and endpoint modernization initiatives

• 7+ years of experience in infrastructure, platform engineering, or IT operations
• 3+ years leading teams in agile environments (Scrum, Kanban, or hybrid)
• Strong hands-on experience with Microsoft Azure and Microsoft 365 ecosystem
• Expertise in Intune, Endpoint Manager, Autopilot, and endpoint lifecycle management
• Experience with Microsoft Entra ID (Azure AD), Conditional Access, and Zero Trust frameworks
• Proficiency in infrastructure automation (Terraform, Bicep, ARM) and CI/CD (Azure DevOps)
• Familiarity with Microsoft Defender suite and endpoint security best practices
• Strong understanding of DevOps, SRE, and observability tooling
• Demonstrated ability to mentor engineers and lead high-performing teams
• Excellent communication, facilitation, and leadership skills

This job description is not intended to be all-inclusive.  Your supervisor may request and assign similar duties.   

Resumes that are mailed, emailed or hand-delivered to Milton CAT or any employee will not be considered.  You must apply online. A background check and drug test are required as part of our pre-employment process.

Milton CAT is an equal opportunity employer that values the strength diversity brings to the workplace. We encourage applications from individuals with disabilities, minorities, veterans, and women. Applicants receive fair and impartial consideration without regard to race, sex, color, religion, national origin, age, sexual orientation, gender identity, handicap, disability, veteran status, genetic data, or other legally protected status. We base all employment decisions to further this principle of equal employment opportunity. VEVRAA Federal Contractor. EEO/AA employer.  Milton CAT is a Drug-Free workplace.