Manager, End User Engineering & Support

Roadrunner's end-user technology environment directly affects how employees communicate, collaborate, serve customers, and execute across a distributed operating network. The Manager, End User Engineering & Support owns that experience, from endpoint engineering and Microsoft 365 services to service desk performance, employee lifecycle support, asset management, and executive technology needs.

This role is designed for a technology leader who goes beyond managing tickets. You will identify systemic issues, eliminate recurring failure points, strengthen service discipline, and build the standards and automation required to scale. You will lead a technical team while remaining close enough to the work to guide complex escalations and make informed engineering decisions.

Success means employees receive secure, reliable, and well-managed technology; leaders have confidence in IT support; recurring issues are resolved at the source; and the organization operates through measurable, documented, and increasingly automated processes.

What you'll do

1. Lead end-user technology operations

• Lead, coach, and develop the End User Engineering and Support team, establishing clear expectations, ownership, and measurable service standards.
• Provide hands-on technical leadership, escalation support, and decision-making for high-impact incidents and complex end-user issues.
• Align staffing, workload distribution, cross-training, and coverage with business priorities and service demands.
• Use operational metrics to evaluate performance, identify constraints, and improve service quality.
• Build a culture defined by responsiveness, technical discipline, accountability, and continuous improvement.

2. Engineer a scalable endpoint environment

• Own the engineering, configuration, deployment, and lifecycle management of laptops, desktops, mobile devices, peripherals, and related end-user technology.
• Establish and maintain standardized workstation builds, endpoint configurations, policies, and deployment methods.
• Direct software packaging, application deployment, patching, device compliance, and endpoint configuration management.
• Expand zero-touch deployment, self-service, and automated remediation capabilities wherever practical.
• Partner with Security to ensure endpoints meet vulnerability-management, compliance, access-control, and security requirements.

3. Strengthen Microsoft 365 and identity services

• Provide operational ownership for end-user Microsoft 365 services, including Exchange Online, Teams, OneDrive, SharePoint, and related technologies.
• Oversee end-user identity, access, licensing, and device services in coordination with Infrastructure, Cloud, Network, Applications, and Security.
• Improve the adoption, reliability, and effective use of Microsoft technologies across the organization.
• Automate repetitive administrative and support activities to reduce manual effort and improve consistency.
• Maintain clear operating standards, documentation, and escalation paths for critical end-user services.

4. Transform the support experience

• Own the end-user support experience from initial contact through resolution, including service desk operations and executive/VIP support.
• Ensure incidents and requests are prioritized according to business impact and resolved within established service expectations.
• Improve ticket quality, escalation procedures, user communication, technical documentation, and knowledge management.
• Analyze incident patterns and service trends to eliminate root causes rather than repeatedly treating symptoms.
• Expand self-service and knowledge-base capabilities while maintaining consistent support across corporate and distributed Roadrunner locations.

5. Optimize employee lifecycle and asset management

• Own technology onboarding and offboarding in partnership with Human Capital and other IT teams.
• Ensure employees receive properly configured equipment, access, and support at the appropriate point in the employee lifecycle.
• Maintain accurate hardware, software, licensing, inventory, and asset lifecycle records.
• Establish standards for technology procurement, deployment, replacement, recovery, and secure disposal.
• Improve onboarding and offboarding through process integration, automation, and clear accountability.

6. Drive automation and operational improvement

• Build durable processes and operating standards rather than relying on individual knowledge or manual intervention.
• Identify repetitive, high-volume, or error-prone activities and implement automation where it improves speed, quality, or control.
• Use service metrics and operational data to improve response times, user satisfaction, reliability, and team capacity.
• Maintain procedures, technical standards, support documentation, and knowledge articles that enable consistent execution.
• Evaluate emerging technologies, including AI-enabled support and automation capabilities, based on measurable business value.

7. Manage vendors, technology investments, and cost

• Manage end-user technology vendors, service providers, and support partners against defined deliverables and service expectations.
• Hold partners accountable for responsiveness, issue resolution, and contractual performance.
• Participate in product evaluations, renewals, licensing decisions, and technology purchasing.
• Identify opportunities to consolidate tools, reduce unnecessary cost, and improve value without compromising service or security.
• Provide clear recommendations that balance employee experience, risk, scalability, and financial impact.

What you bring

• 7+ years of progressive experience in End User Computing, End User Engineering, IT Support, Desktop Engineering, or a related technology function.
• 3+ years of experience leading or managing technical teams.
• Demonstrated expertise supporting enterprise endpoint environments and geographically distributed users.
• Strong knowledge of Microsoft 365, modern endpoint management, and end-user identity and access services.
• Experience with endpoint provisioning, software packaging and deployment, patching, device compliance, lifecycle management, and endpoint security.
• Experience managing ITSM and service desk practices across incident, request, problem, and change management.
• Strong troubleshooting, root-cause analysis, and technical escalation capabilities.
• Experience establishing measurable service standards and using operational data to improve performance.
• Strong executive communication skills and the ability to work effectively with technical teams, business leaders, vendors, and end users.
• Ability to manage competing priorities in a fast-moving environment while maintaining ownership of outcomes.

Preferred qualifications:

• Experience with Microsoft Intune, Entra ID, Windows Autopilot, Azure Virtual Desktop, and related Microsoft technologies.
• Experience with ServiceNow or a comparable enterprise ITSM platform.
• Experience supporting organizations with multiple offices, service centers, or operating locations.
• Experience implementing automation, self-service, zero-touch deployment, or AI-assisted support capabilities.
• Experience with enterprise technology asset management and software licensing.
• Microsoft, ITIL, or other relevant technical certifications.
• Experience supporting transportation, logistics, or another operationally complex and geographically distributed business.

How you operate

We are looking for someone who:

• Owns problems through resolution rather than simply escalating them.
• Is comfortable being both a people leader and a technical leader.
• Looks for root causes instead of repeatedly fixing the same issue.
• Builds standards and processes rather than relying on tribal knowledge.
• Automates repetitive work wherever possible.
• Communicates proactively instead of waiting to be asked for an update.
• Holds both internal teams and vendors accountable.
• Understands that end-user support is ultimately about enabling employees to do their jobs effectively.
• Has a practical, get-it-done approach and knows when to personally step in.

Compensation & Setup

• Compensation: $145,000 annual base salary
• Location: Onsite | Downers Grove, IL
• Benefits: Competitive benefits package including medical, dental, and vision insurance, 401(k), paid time off, and growth opportunities.

Physical Demands and Work Environment

The physical demands and work environment described here are representative of those an employee encounters while performing the essential functions of this position. Reasonable accommodations may be made to enable qualified individuals with disabilities to perform the essential functions.

Physical Demands

• Sedentary physical activity performing non- strenuous daily activities of an administrative nature.
• While performing the duties of the job, the employee is regularly required to sit, walk, stand, reach/handle items, work with the fingers, and talk and hear others in conversations via the phone or in person.

Work Environment

• The work environment characteristics described here are representative of those an employee encounters while performing the essential functions of this job.
• The noise level in the work environment is usually moderate.
• Regular in-office presence is required to lead the team, support employees and executives, and maintain close alignment with business operations.
• The above statements reflect the general details necessary to describe the principal functions of the position and are not intended to be all inclusive. The position and any of the requirements listed above are subject to change at any time according to the changing needs of the company.
• Roadrunner is an Equal Opportunity Employer and prohibits discrimination and harassment of any kind.
• We will not accept unsolicited candidates from external recruiters or recruiting agencies. Thank you!

#LI-OnsiteDowners Grove, IL

About Roadrunner

Roadrunner is for ambitious, smart people who excel at execution over talking about it, and who would rather invent the next standard in freight than accept the status quo.

We are looking for the Best of the Best. Action driven leaders who want to be part of real change and help design the future of LTL in the U.S. This is a place where high performers can grow, influence outcomes, and make an impact while working directly with executives and smart people from across industries.

We bring a winner mindset. We take ownership, raise the bar, and measure ourselves by results. We Run Safe. We Run Smart. We Run Together. These principles create an environment of high standards, clear ownership, and direct collaboration. We trust data over intuition, move with urgency, and hold each other accountable because winning requires it.

Roadrunner exists to prove that LTL can be better than the industry has settled for. To be the best means we need to think bigger, look outside the box, and question every assumption: too many handoffs, limited visibility, and the quiet belief that "this is just how it works." We rejected that story. We built a proprietary Smart Network for direct, long haul, metro to metro service that delivers fewer touches, faster transit, real time visibility, and genuine accountability. We are the most tech forward company in LTL, and we are not finished widening the gap.

The foundation is already strong. Recognized as one of Built In Chicago's Best Large Places to Work. Earning top marks for improvement, quality, and service. The real opportunity is still ahead: helping invent what comes next.

If you want to be evaluated among the Best of the Best and help set the new standard in LTL, we should talk.