Sr. Technical Services Engineer I

Specialist Technical Services Engineer

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.

• 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])

• Build and maintain automation using Power Shell and/or Python
• Develop tools for reporting, provisioning, device management, and admin workflows
• Integrate systems via REST APIs
• Proactively identify manual processes for automation

• Administer Active Directory, Microsoft Entra , and Microsoft 365 (Exchange Online, Teams, One Drive, SharePoint)
• Manage account provisioning, access control, licensing, and security-related tasks
• Support enterprise authentication and identity initiatives

• Maintain hardware asset records and chain-of-custody documentation
• Manage procurement, deployment, refresh, recovery, and disposal
• Audit inventory for policy compliance

• 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

• Coach and mentor junior Technical Services Engineers
• Contribute to knowledge base articles and SOPs
• Promote technical best practices across the team

• 5+ years of IT support experience, including hardware deployment and troubleshooting
• Hands-on administration experience with Active Directory, Microsoft Entra , and Microsoft 365
• Demonstrated experience building automation/tooling with Power Shell 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

• 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

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

• Competitive total rewards (base salary + bonus, if applicable)
• Customizable benefits package (3 medical…