Sr. Technical Services Engineer I

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)
• 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: office relocation of 150 seats or M365 tenant migration)
  • Cook up and deliver 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

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 (https://twitter.com/Waystar) on Twitter.

WAYSTAR PERKS

• Competitive total rewards (base salary + bonus, if applicable)
• Customizable benefits package (3 medical plans with Health Saving Account company match)
• We offer generous paid time off for our non-exempt team members, starting with 3 weeks + 13 paid holidays, including 2 personal floating holidays. We also offer flexible time off for our exempt team members + 13 paid holidays
• Paid parental leave (including maternity + paternity leave)
• Education assistance opportunities and free LinkedIn Learning access
• Free mental health and family planning programs, including adoption assistance and fertility support
• 401(K) program with company match
• Pet insurance
• Employee resource groups

Job Category

Technology/Engineering

Job Type

Full time