Associate Systems Engineer (In-Office)

CareFirst•Washington, DC

12h•Onsite

About The Position

The Associate Systems Engineer provides high-touch, customer-focused technology support for the CEO and Executive Leadership Team. The role coordinates with Executive Assistants and IT teams to resolve issues promptly and minimize business disruption, and applies systems engineering practices to configure, maintain, troubleshoot, and improve executive devices, applications, connectivity, and collaboration technologies. The position also helps define system requirements, evaluate compatibility, and investigate recurring issues to support secure and reliable technology across office, remote, and designated meeting locations. The role provides discreet executive support for devices, Microsoft 365 applications, peripherals, and connectivity; supports onboarding and device replacement; and helps prepare for leadership and Board meetings, including readiness checks and onsite troubleshooting with AV and Conference Services. It supports EUT and Collaboration Services engineers with deployments, configuration, troubleshooting, and Microsoft Teams Rooms, using approved engineering tools and automation while validating changes and minimizing disruption. The engineer proactively checks technology, performs troubleshooting and root cause analysis, maintains support documentation and backup-device readiness, and coordinates escalations and coverage with IT teams. The role tests and evaluates technology based on executive feedback, defined requirements, compatibility, and integration; researches products to support purchasing through established processes; and maintains and shares relevant knowledge and troubleshooting procedures. The position has no direct reports but may informally lead teams in a matrix environment. Local travel between CareFirst locations and designated executive-support sites is required multiple times weekly based on business needs. Quarterly travel for leadership and Board meetings may require overnight stays of up to three days per trip. Candidates must be eligible to work in the U.S. without sponsorship.

Requirements

Bachelor's degree in Information Technology or Computer Science, or an additional four years of relevant work experience in lieu of a bachelor's degree, in addition to the required work experience.
Knowledge of systems engineering tools, endpoint configuration, operating systems, and network troubleshooting.
Knowledge of scripting, application configuration, web-based technologies, and approved automation tools.
Proficiency in Microsoft 365 applications, including Outlook, Teams, and executive collaboration tools.
Ability to coordinate with Executive Assistants and technical teams, prioritize business-impacting issues, and follow through to resolution.
Excellent written and verbal communication, customer service, and discretion, including the ability to explain technical issues to nontechnical users.
Ability to meet established deadlines and handle multiple customer-service demands from internal and external customers within service expectations.
Ability to provide positive customer service to internal and external customers, including demanding or challenging customers.
Eligibility to work in the U.S. without sponsorship.
Must immediately disclose any debarment, exclusion, or other event that makes the associate ineligible to perform work directly or indirectly on Federal health care programs.

Nice To Haves

Experience providing white-glove technology support to executives or other high-visibility business users, partnering with Executive Assistants, and supporting leadership or Board meetings.
Hands-on experience with Microsoft 365, Teams and Teams Rooms, Windows devices, mobile devices, remote connectivity, and ServiceNow or a comparable IT service management platform.
Experience with proactive technology checks, executive onboarding, device lifecycle support, approved scripting or automation, and support documentation.
ITIL Foundation or relevant Microsoft or endpoint-support certifications.

Responsibilities

Provide responsive, discreet technology support to the CEO and Executive Leadership Team, maintaining devices, Microsoft 365 applications, peripherals, and connectivity.
Partner with Executive Assistants and IT teams to resolve and document requests under established security procedures.
Support onboarding, device replacement, and leadership and Board meetings, including readiness checks and onsite troubleshooting with AV and Conference Services.
Support EUT and Collaboration Services engineers with device and application deployments, configuration, troubleshooting, and Microsoft Teams Rooms support.
Use approved engineering tools and automation, validate changes, and minimize service disruption.
Prevent and resolve technology issues through proactive readiness checks, Executive Assistant check-ins, troubleshooting, and root cause analysis.
Maintain support documentation and backup-device readiness, and coordinate escalations and coverage with IT teams.
Test and evaluate technology using executive feedback, defined requirements, and compatibility and integration checks.
Document findings and research products to support purchasing through established processes and improve reliability and usability.
Maintain systems engineering and executive-support knowledge through training, professional resources, and team collaboration.
Share troubleshooting procedures to strengthen service consistency and backup coverage.
Travel locally between CareFirst locations and designated executive-support sites multiple times weekly, and travel quarterly for leadership and Board meetings.