Technical Support Engineer investigating technical issues in healthcare staffing platform for remote-first company. Monitoring queues, troubleshooting incidents, and collaborating with teams to ensure platform reliability.
Responsibilities
Monitor escalation channels and the Technical Support queue in Zendesk, catching early signals of systemic problems before they reach customers
Investigate complex product, platform, and data-layer issues using tools like Datadog, internal dashboards, and SQL, reproducing bugs and producing evidence-backed escalations to Engineering.
Handle live incidents end-to-end, from detection to closure: React to an incident with urgency, coordinate across Support, Engineering, and Product, and keep stakeholders updated with clear, structured communication
Implement fixes where appropriate, testing your changes before handing off to Engineering for final review and sign-off
Perform Root Cause Analysis and post-incident reviews, translating each issue into learnings that reduce recurrence and improve monitoring
Maintain operational workflows (geofence, facility quizzes, NFC) accurately and quickly while spotting trends for prevention
Capture investigative learnings in clear troubleshooting guides and documentation, and submit structured proposals that turn recurring patterns into actionable improvements
Uphold our values such as unreasonably fast, ownership, and uncomfortably high standards in every interaction
Requirements
Technical Fluency - You're comfortable investigating issues with observability tools (e.g., Datadog), writing SQL to interrogate data, and reasoning about APIs, backend configurations, and feature toggles. You can tell the difference between a UI, data, and code-level problem.
Diagnostic Rigor - Every investigation you produce is thorough, evidence-based, and reproducible. You rule out config and data causes before escalating, and your write-ups are clear enough for another engineer to pick up without rework.
End-to-End Ownership - You own problems from first report to confirmed resolution, including stakeholder updates and follow-through, with no gaps between hand-offs.
Composure Under Pressure - You stay structured and calm during live incidents, balancing speed with accuracy and communicating clearly when stakes are high.
Adaptability & Prioritization - You juggle structured work (incidents, bugs, workflows) with unplanned high-priority requests without letting SLAs slip.
Systems & Prevention Thinking - You treat every issue as a chance to learn, identifying gaps in monitoring, tooling, or process and proposing fixes that prevent recurrence.
Fluent, professional-level English communication, both written and verbal.
Nice to Have: Experience with observability and analytics tooling (Datadog, Sentry, Snowflake, or similar), Familiarity with SQL and reading application logs, Background in technical support, SRE, incident response, or a related engineering-adjacent function, Exposure to AI-assisted coding/agent tooling, Experience in Ops, Support, or CX environments at scale.
Benefits
Clipboard operates 24/7
Team members work 5 days within a 7-day schedule, including weekend availability.
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