Sr. Technical Services Engineer I
WaystarAbout the role
ABOUT THIS POSITION
We are seeking an experienced, technically skilled Specialist Technical Services Engineer to join our Enterprise Technology team. This is a senior individual-contributor role combining advanced end-user support, automation/scripting, systems administration, asset lifecycle management, and project execution. The role also serves as a technical mentor to junior engineers and a lead for workplace technology initiatives.WHAT YOU'LL DO
End User & Infrastructure Support
- Provide advanced Tier 2/3 support for hardware, software, OS, and enterprise applications
- Troubleshoot complex issues across desktops, laptops, mobile devices, printers, conferencing systems, and collaboration platforms
- Own onboarding, offboarding, equipment deployment, office moves, and lifecycle activities (may require physical setup/lifting and occasional after-hours work — [confirm and specify])
Automation & Systems Administration
- Build and maintain automation using PowerShell and/or Python
- Develop tools for reporting, provisioning, device management, and admin workflows
- Integrate systems via REST APIs
- Proactively identify manual processes for automation
Identity & Productivity Platforms
- Administer Active Directory, Microsoft Entra ID, and Microsoft 365 (Exchange Online, Teams, OneDrive, SharePoint)
- Manage account provisioning, access control, licensing, and security-related tasks
- Support enterprise authentication and identity initiatives
Asset & Lifecycle Management
- Maintain hardware asset records and chain-of-custody documentation
- Manage procurement, deployment, refresh, recovery, and disposal
- Audit inventory for policy compliance
Project Leadership
- Lead medium-to-large IT projects independently (examples: [insert 1–2 representative past projects to calibrate scope, e.g., "office relocation of 150 seats" or "M365 tenant migration"])
- Coordinate across stakeholders and departments
- Produce project plans, documentation, and status reporting
Mentorship & Team Development
- Coach and mentor junior Technical Services Engineers
- Contribute to knowledge base articles and SOPs
- Promote technical best practices across the team
WHAT YOU'LL NEED
- 5+ years of IT support experience, including hardware deployment and troubleshooting
- Hands-on administration experience with Active Directory, Microsoft Entra ID, and Microsoft 365
- Demonstrated experience building automation/tooling with PowerShell and/or Python
- Experience consuming REST APIs for system integration
- Track record independently leading and delivering IT projects
- Demonstrated experience mentoring or coaching junior team members
- Strong troubleshooting and problem-solving skills
- Excellent verbal and written communication skills
Preferred Qualifications
- Experience with asset management/inventory platforms and chain-of-custody documentation
- Familiarity with Jira Service Management or similar ITSM tooling
- Experience supporting AV/conferencing and workplace technology systems
- Bachelor's degree in IT, Computer Science, or equivalent experience
ABOUT WAYSTAR
Through a smart platform and better experience, Waystar helps providers simplify healthcare payments and yield powerful results throughout the complete revenue cycle.
Waystar’s healthcare payments platform combines innovative, cloud-based technology, robust data, and unparalleled client support to streamline workflows and improve financials so providers can focus on what matters most: their patients and communities. Waystar is trusted by 1M+ providers, 1K+ hospitals and health systems, and is connected to over 5K commercial and Medicaid/Medicare payers. We are deeply committed to living out our organizational values: honesty; kindness; passion; curiosity; fanatical focus; best work, always; making it happen; and joyful, optimistic & fun.
Waystar products have won multiple Best in KLAS® or Category Leader awards since 2010 and earned multiple #1 rankings from Black Book™ surveys since 2012. The Waystar platform supports more than 500,000 providers, 1,000 health systems and hospitals, and 5,000 payers and health plans. For more information, visit waystar.com or follow @Waystar
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