This role is built for a hands-on systems architect who thrives on building from zero to one. You are the ideal candidate if you don’t just "administer" softwar
Work type: remote
Location: U.S. (Remote)
Salary: $125,000 – $140,000/yr
Type: Full-time
This role is built for a hands-on systems architect who thrives on building from zero to one. You are the ideal candidate if you don’t just "administer" software but fundamentally design how business systems (primarily Zendesk) serve an organization. The team is looking for a leader who has experience scaling an enterprise-grade operational tech stack at a high-growth startup or marketplace and can explain the technical "how" behind every configuration. The position offers a competitive salary of $125k–$140k and the stability of a profitable, Series C unicorn. You’ll have the flexibility of a fully remote U.S. environment while owning a massive surface area of the company’s infrastructure. This isn't just a maintenance job; you will be integrating AI automation into agent workflows and eventually expanding your influence across all internal business systems. **You might be a good fit if you...** * Have built and scaled a complex Zendesk ecosystem from scratch (not just inherited one). * Can "go five levels deep" on the technical logic and integrations of business platforms. * Love the challenge of automating workflows in a high-volume, fast-paced marketplace. * Prefer a high-impact, individual contributor-to-lead trajectory over a middle-management role.
# Why Clipboard Exists:
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.
# About Clipboard:
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, Home Health, etc.), as well as building out a full-time product.
We are a [YC Top Company](https://www.ycombinator.com/topcompanies/) with a global, remote team of 1,000+ people. We have been profitable since 2022, and fill millions of shifts annually at partner workplaces across the U.S., where tens of thousands of professionals work with us every year.
We are looking for your help to keep growing so we can serve more professionals and workplaces.
To learn more about us, take a look at our website [here](https://www.clipboardhealth.com/careers).
Role Overview
📍 Remote - U.S. Locations
This role is hiring remotely across the United States with the option to work in a hybrid forum for candidates in the Seattle area.
We’re hiring a lead to own and evolve our entire Zendesk ecosystem, expanding into broader business systems across the organization.
We're building an enterprise-grade operational technology platform for our internal Ops at a $1.3B healthcare marketplace that processes hundreds of thousands of shifts annually. Our AI tooling is automating core agent workflows. We need someone to own the operational tech foundation all of this runs on — starting with our Zendesk ecosystem and expanding into broader business systems as you prove impact. If you've built a tech ops function from scratch and want to do it again at higher stakes, this is the role.
What matters more than your level is whether you've built something from scratch and can go five levels deep explaining how it works.
If you've maintained someone else's system, this isn't the role. If you've built one, let's talk.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](https://forms.gle/SyGaxHFbon7Hg9fW6).