Technical Operations Generalist

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 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.

Role Overview

The Technical Operations team is hiring a Technical Operations Generalist to support and evolve our internal tooling ecosystem across Ops.

This is a hands-on individual contributor role focused on strengthening the foundation of our operational stack. You’ll work across a range of tools including support platforms, AI-driven systems, and internal automations to improve how our day-to-day operations function.

You’ll partner closely with team leadership to execute against defined priorities, refine existing systems, and introduce new tooling where needed ensuring our stack continues to scale effectively with the business.

What You’ll Do

• Execute against high-priority tooling and automation initiatives across the operational stack

• Build and iterate on workflows, integrations, and automations that improve day-to-day efficiency

• Support and improve systems across multiple tools, including support platforms and AI-driven solutions

• Translate defined problems into practical, well-scoped technical solutions

• Identify gaps or inefficiencies in current tooling and proactively address them

• Troubleshoot issues, improve system reliability, and ensure tools perform effectively in production

• Contribute to ongoing improvements in how our systems connect and operate together

What We’re Looking For

Technical Fluency - You’re comfortable working with APIs, integrations, and automation tooling. You can build, debug, and adapt across different systems without relying on heavy oversight.

Execution Discipline - You take defined problems and drive them through to completion. You manage multiple priorities effectively and maintain a high bar for quality and reliability.

Systems Thinking - You understand how tools, workflows, and dependencies connect. You look for ways to improve how systems operate together, not just individual components.

Problem Solving - You can take loosely defined or scoped problems and translate them into practical, well-structured solutions.

Ownership Mindset - You take responsibility for delivering high-quality work and improving the team’s day-to-day operations through better tooling and processes.

Nice to Have

• Experience working with support platforms such as Zendesk

• Familiarity with AI-driven tools and automation workflows

• Background in Ops, Support, or CX environments

• Experience working with evolving or fragmented tooling stacks

Hiring Process

• Application

• Case Study

• Case Interview with a team member

• Interview with Head of Core Services

• Interview with Head of Operations

• Final Culture Interview with Executive Leadership

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.