Our mission is to uplift as many communities as possible. We do this through our app-based marketplace that connects healthcare professionals with the workplaces that need amazing workers. This enables hundreds of thousands of people to achieve financial stability for themselves and their families while providing essential care to millions of people across the U.S.
Founded in 2016, we are a remote-first team of over 1,000 people building a top Y-Combinator company and have been profitable since 2022. We’re the leader in Long-Term Care staffing and are rapidly expanding into Home Health, Hospitals, and more, meaning we have more work to do than people to do it, and are growing our team to support millions more people and their communities.
📍 Remote - APAC
Want to sit at the intersection of Support, Engineering, and Product? Clipboard is hiring Technical Support Engineers (TSEs) to act as the primary escalation layer for technical issues across our platform. You'll own the investigation, reproduction, and - where applicable- agent-assisted fix implementation that turns noisy customer reports into validated, high-signal work, so Engineering only receives production-ready problems for final review.
This is a hands-on, high-ownership role for people who love digging into hard problems with real diagnostic tools, who care about getting to the root cause rather than just clearing a queue, and who want their investigations to directly protect platform reliability for hundreds of thousands of healthcare workers and the facilities that depend on them.
What You'll DoMonitor 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
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.
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
Application Review
Skills Assessment via Case Study
Case Interview with Tech Support Team Lead
Interview with Head of Worker Experience
Important Note: Clipboard operates 24/7. Team members work 5 days within a 7-day schedule, including weekend availability. Shifts are assigned based on business needs.
Quick Note on Scammers:
Clipboard would never ask you for money or your bank details to participate in our hiring process. Report any scammers impersonating the Clipboard hiring team members here.
Skills Required
- Technical fluency with observability tools, SQL, APIs, backend configurations, and feature toggles
- Ability to investigate, reproduce, and document technical issues using evidence-based diagnostic methods
- Ability to manage incidents end-to-end and coordinate with Support, Engineering, and Product
- Strong root-cause analysis, troubleshooting, and systems-prevention thinking
- Professional-level English communication, written and verbal
- Ability to prioritize incidents, workflows, and unplanned high-priority requests while maintaining SLAs
- Experience with Datadog, Sentry, Snowflake, or similar observability and analytics tools
- Familiarity with SQL and reading application logs
- Background in technical support, SRE, incident response, or an engineering-adjacent function
- Exposure to AI-assisted coding or agent tooling
- Experience in large-scale Operations, Support, or Customer Experience environments
- Availability to work five days within a seven-day schedule, including weekends
Clipboard Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Clipboard and has not been reviewed or approved by Clipboard.
-
Leave & Time Off Breadth — Corporate materials emphasize remote-first work with unlimited PTO, flexible hours, and family leave options. Feedback suggests time-off flexibility is a notable positive for corporate roles.
-
Healthcare Strength — Corporate roles are advertised with medical, dental, and vision insurance. Benefits pages and company materials indicate multiple health-plan options for W‑2 staff.
-
Strong & Reliable Incentives — Instant or same-day payouts after shifts are prominently marketed and often work smoothly, aiding cash flow. Higher-paying urgent or surge shifts and in-app rate negotiation can lift earnings in some markets.
Clipboard Insights
What We Do
We exist to lift as many people up the socioeconomic ladder as possible. We dramatically improve lives by letting professionals turn extra time and ambition into career growth and financial opportunity. We achieve this with our app-based marketplace that connects workplaces and professionals, allowing professionals to book on-demand shifts and workplaces to access on-demand talent.
Why Work With Us
Clipboard is a fast-growing Series C marketplace. We are a leader in our Long Term Care vertical and are expanding into several others (Dental Offices, Schools, etc). We are a YC Top Company with a global, remote team of 700+ people. We have been profitable since 2022, and fill millions of shifts annually at partner workplaces across the US.
