Customer Experience Specialist

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.

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.

Beware of 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.

Overview 

📍 Remote - Africa | South America | The Caribbean

Estimated start date: March 30th, 2026

We’re not just supporting customers, we’re powering a movement of over 60,000 healthcare professionals on our platform. At Clipboard, our Worker Operations team owns every part of the worker journey. We keep our marketplace reliable, high-performing, and built on trust. At Clipboard, “entry-level” means starting on the front lines but operating with urgency, ownership, and the mindset of a future leader. We’re looking for experienced customer support professionals who want to solve hard problems, build deep operational knowledge, and eventually lead teams of their own. We want to promote internally and that goal always starts with you.

Many of our current leaders started right here, if you’re driven, sharp, and not afraid to grow from the ground up, we want you.

Important Note: We operate 24/7. Each shift consists of 5 days within a 7 day cycle (Sunday to Saturday), with both Saturday AND Sunday availability required to support our peak times and shifts are assigned based on business needs.

Must haves

• Fluent, professional-level English (spoken and written)

• 2+ years of experience in customer support via chat or voice

• 2+ years using CRMs like Zendesk or Salesforce

• 2+ years using Google Workspace (Docs, Sheets, Gmail, etc.) in a work se

• An ability to thrive in fast-paced, cross-functional environments

• A proactive problem-solver who takes initiative without waiting for direction

• Strong attention to detail and sound judgment, especially under pressure

• A collaborative attitude that contributes to team success 

Your Responsibilities

• Deliver fast, accurate, and empathetic support to healthcare professionals across chat, voice, and email, resolving shift, payment, and platform-related issues in real time

• Navigate tools like Zendesk and Salesforce to investigate cases, update form fields, log clear internal notes, and maintain accurate documentation

• Apply sound judgment and critical thinking to troubleshoot issues, follow or adapt workflows, and escalate only when necessary

• Personalize communication using macros, proofread carefully, address workers by name, and maintain a confident, helpful tone

• Monitor trends and flag recurring issues or process gaps to improve worker experience and internal operations

• Support onboarding by guiding new workers through platform workflows and helping them gain confidence quickly

• Uphold our values such as unreasonably fast, ownership, and uncomfortably high standards in every interaction

System Requirements

• Minimum 15Mbps wired internet connection

• Minimum i5 processor or equivalent

• Minimum 12GB Ram

• Quiet working environment

• Steady power and internet connection