Sr. Technical Services Engineer I

ABOUT THIS POSITIONWe 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 DOEnd User & Infrastructure SupportProvide advanced Tier 2/3 support for hardware, software, OS, and enterprise applicationsTroubleshoot complex issues across desktops, laptops, mobile devices, printers, conferencing systems, and collaboration platformsOwn onboarding, offboarding, equipment deployment, office moves, and lifecycle activities (may require physical setup/lifting and occasional after-hours work — [confirm and specify])Automation & Systems AdministrationBuild and maintain automation using PowerShell and/or PythonDevelop tools for reporting, provisioning, device management, and admin workflowsIntegrate systems via REST APIsProactively identify manual processes for automationIdentity & Productivity PlatformsAdminister Active Directory, Microsoft Entra ID, and Microsoft 365 (Exchange Online, Teams, OneDrive, SharePoint)Manage account provisioning, access control, licensing, and security-related tasksSupport enterprise authentication and identity initiativesAsset & Lifecycle ManagementMaintain hardware asset records and chain-of-custody documentationManage procurement, deployment, refresh, recovery, and disposalAudit inventory for policy complianceProject LeadershipLead 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 departmentsProduce project plans, documentation, and status reportingMentorship & Team DevelopmentCoach and mentor junior Technical Services EngineersContribute to knowledge base articles and SOPsPromote technical best practices across the teamWHAT YOU'LL NEED5+ years of IT support experience, including hardware deployment and troubleshootingHands-on administration experience with Active Directory, Microsoft Entra ID, and Microsoft 365Demonstrated experience building automation/tooling with PowerShell and/or PythonExperience consuming REST APIs for system integrationTrack record independently leading and delivering IT projectsDemonstrated experience mentoring or coaching junior team membersStrong troubleshooting and problem-solving skillsExcellent verbal and written communication skillsPreferred QualificationsExperience with asset management/inventory platforms and chain-of-custody documentationFamiliarity with Jira Service Management or similar ITSM toolingExperience supporting AV/conferencing and workplace technology systemsBachelor's degree in IT, Computer Science, or equivalent experienceABOUT WAYSTARThrough 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 on Twitter. WAYSTAR PERKSCompetitive 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 holidaysPaid parental leave (including maternity + paternity leave)Education assistance opportunities and free LinkedIn Learning accessFree mental health and family planning programs, including adoption assistance and fertility support401(K) program with company matchPet insuranceEmployee resource groupsWaystar is proud to be an equal opportunity workplace. We celebrate, value, and support diversity and inclusion. Qualified applicants will receive consideration for employment without regard to race, color, religion, age, sex, national origin, disability status, genetics, marital status, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state, or local laws.This applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.SummaryLocation: Louisville, KYType: Full time