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Waystar

Sr Technical Services Engineer I

Louisville, KY

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hirly's read of this role

Seniority
Senior
Country
US
Work mode
On-site / unstated
First seen by hirly
2 Sept 2026

Derived automatically from the posting. Upload your resume above to see how the role scores against it.

the posting

ABOUT THIS POSITION

  • The Sr. Technical Services Engineer I serves as a senior technical resource within the Technical Services organization, providing advanced Tier 2 support, executive technology services, workplace technology support, and technical project delivery across company locations.
  • This role independently resolves highly complex issues, owns assigned technical domains and service responsibilities, coordinates incident and vendor escalation activities, and leads medium-sized Technical Services initiatives. The Sr. Technical Services Engineer I provides technical guidance to less-experienced engineers and contributes to standards, documentation, and continuous improvement while remaining an individual contributor without day-to-day operational team leadership or formal people management responsibilities.

WHAT YOU'LL DO

Advanced Technical Support & Escalation

  • Serve as a senior escalation resource for complex endpoint, operating system, Microsoft 365, mobile device, identity and access, network connectivity, enterprise application, and collaboration technology issues.
  • Perform advanced troubleshooting, root cause analysis, and problem resolution for recurring, high-impact, or technically complex incidents.
  • Own assigned issues through resolution, coordinating technical resources, vendors, communications, and follow-up activities as needed.
  • Develop clear technical findings and recommendations that support durable solutions and reduce repeat incidents.
  • Coordinate troubleshooting and escalation with Infrastructure, Security, Corporate Systems, IT Support, and external service partners.
  • Participate in the Technical Services on-call rotation and provide senior escalation support during service disruptions.

Executive & High-Touch Technology Support

  • Provide white-glove technical support for executive leadership and other critical business stakeholders.
  • Deliver proactive device management, meeting readiness, rapid issue resolution, and clear communication for executive technology needs.
  • Support executive meetings, board meetings, town halls, and major company events through preparation, testing, live troubleshooting, and follow-up.
  • Partner with Executive Assistants, Facilities, Security, and business stakeholders to ensure technology readiness in executive offices and shared spaces.
  • Identify opportunities to improve the consistency, reliability, and experience of executive technology support.

Endpoint, Workplace Technology & Technical Domain Ownership

  • Provide senior-level support for endpoint deployment, configuration, maintenance, compliance, software delivery, operating system lifecycle, and technology refresh activities.
  • Own assigned technical service areas, platforms, locations, or operational responsibilities and maintain associated standards and documentation.
  • Support and improve conference rooms, audio-visual systems, digital signage, printing, collaboration technologies, and other workplace technology services.
  • Coordinate technology readiness across company locations, including offices, shared spaces, high-priority meetings, and company events.
  • Partner with Workplace Experience, Facilities, Security, and vendors on office technology issues, deployments, upgrades, and modernization efforts.
  • Travel occasionally to support company locations, technology deployments, or service needs.

Asset Lifecycle & Operational Excellence

  • Provide senior oversight and execution for hardware and software lifecycle activities, including procurement support, inventory, deployment, maintenance, recovery, refresh, and retirement.
  • Ensure asset management records, chain-of-custody documentation, and software licensing information are accurate and compliant with established procedures.
  • Support the technical execution and continuous improvement of employee onboarding, role change, and offboarding processes.
  • Review recurring operational tasks, maintenance activities, audits, and readiness checks for quality, consistency, and effectiveness.
  • Identify operational risks, service gaps, technical debt, and standardization opportunities and recommend corrective action.

Project & Initiative Leadership

  • Lead medium-sized Technical Services projects or defined workstreams within broader enterprise technology initiatives.
  • Plan and coordinate project activities, resources, timelines, dependencies, testing, deployment, documentation, user readiness, and post-implementation support.
  • Lead or support endpoint refresh programs, office technology deployments, workplace modernization efforts, executive technology initiatives, and new tool rollouts.
  • Communicate project status, risks, decisions, and implementation impacts to Technical Services leadership and project stakeholders.
  • Serve as a technical resource for enterprise projects requiring Technical Services participation.
  • Balance project commitments with operational support responsibilities and established service objectives.

Knowledge Management, Standards & Continuous Improvement

  • Create, review, and maintain advanced technical documentation, knowledge base articles, standard operating procedures, support standards, and troubleshooting guides.
  • Analyze incident patterns, support trends, user feedback, and system failures to identify opportunities for sustainable improvement.
  • Recommend and contribute to automation, workflow, tooling, and standardization initiatives that improve quality, efficiency, and user experience.
  • Promote consistent troubleshooting, escalation, documentation, asset management, and customer communication practices across Technical Services.
  • Provide technical guidance, knowledge sharing, and informal mentorship to Technical Services Engineer I and II team members.
  • Contribute technical input to service planning, roadmap discussions, annual goal planning, and operational improvement priorities.

Customer Experience & Cross-Functional Partnership

  • Deliver professional, responsive, and customer-focused support through proactive communication, clear expectations, ownership, and timely follow-up.
  • Build productive partnerships with IT Support, Infrastructure, Security, Corporate Systems, Workplace Experience, Facilities, Executive Assistants, and business stakeholders.
  • Coordinate vendor troubleshooting, repair, upgrade, and implementation activities and hold service partners accountable for assigned deliverables.
  • Represent Technical Services in technical discussions, project meetings, service reviews, and operational planning activities when assigned.
  • Communicate technical risks, recurring service concerns, and improvement recommendations to Technical Services leadership.

WHAT YOU'LL NEED

Required Qualifications

  • 5+ years of progressive IT support, desktop support, field services, endpoint support, technical services, or related technical operations experience.
  • Demonstrated success resolving highly complex end-user technology issues and coordinating cross-functional technical escalations.

Preferred Qualifications

  • Experience providing white-glove support to executive leadership or supporting high-priority meetings and company events.
  • Experience owning a technical service, platform, location, or operational domain.
  • Experience coordinating vendors and cross-functional technology teams during incidents or project implementations.
  • Experience creating technical standards, procedures, knowledge articles, training materials, or service documentation.
  • Familiarity with ITIL principles, incident management, problem management, and service management best practices.
  • CompTIA, Microsoft, Apple, ITIL Foundation, project management, or equivalent certifications preferred.
  • Associate’s or Bachelor’s degree in Information Technology or a related field, or equivalent practical experience.

Advanced working knowledge of Windows, macOS, Microsoft 365, mobile devices, identity and access platforms, endpoint technologies, and collabora

Original posting on Waystar's site ↗

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