
Client Support Specialist (Workplaces - B2B)
Clipboard
Full time
Customer Support
Canada
Hiring from: Canada
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 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, 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.
About The Role
Clipboard Health is looking for highly motivated, customer-focused individuals to join our team as B2B Support Specialists (Workplace Support Agents). This is not a traditional call center role—you will be the frontline specialist for our most valuable business clients, our workplace customers. Your job is to proactively solve client issues, prevent churn, and ensure a seamless experience for our customers.
This is primarily a voice-based role, with additional responsibilities that include handling emails as needed
Responsibilities
To succeed in this role, you must have:
Clipboard Health operates 24/7 to meet our business needs, and general agent schedules are as follows:
If you're passionate about helping customers, solving complex issues, and working in a high-growth startup, we’d love to hear from you!
Next Steps After Application
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 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, 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.
About The Role
Clipboard Health is looking for highly motivated, customer-focused individuals to join our team as B2B Support Specialists (Workplace Support Agents). This is not a traditional call center role—you will be the frontline specialist for our most valuable business clients, our workplace customers. Your job is to proactively solve client issues, prevent churn, and ensure a seamless experience for our customers.
This is primarily a voice-based role, with additional responsibilities that include handling emails as needed
Responsibilities
- Deliver fast, accurate, and empathetic support to our workplace customers across voice and email, resolving shift, payment, and platform-related issues in real time
- Navigate tools like Zendesk and the Clipboard Health portal 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
- Develop deep expertise in our products and processes to identify recurring issues or process gaps, helping improve both customer experiences and internal operations.
- Work cross-functionally with teams such as Billing, Account Management, and Worker Operations to gather the necessary information and ensure customer issues are resolved effectively
- Uphold our values such as unreasonably fast, ownership, and uncomfortably high standards in every interaction
- Customer-Centric Mindset – You genuinely care about helping customers and take ownership of their problems.
- Strong Communication Skills – Clear, professional English (both spoken and written) is critical for success in this role.
- Proactive Problem-Solving – You don’t just follow scripts—you think critically and find long-term solutions for customers.
- High Accountability – We value people who hold themselves to high standards and consistently deliver results.
- Open to candidates of all experience levels—what matters most is your ability to handle business customers professionally and solve problems effectively.
- No specific degree required—we care about what you can do, not just what’s on your résumé.
- 100% Remote – Always. Work from anywhere in the world.
- Fast-Paced Startup Environment. Join a company that values curiosity, independence, and growth.
- A Hiring Process That Rewards Skills, Not Just Experience. Every applicant gets a fair shot—our selection is based on real-world problem-solving ability, not just credentials.
- Opportunity to make a significant impact with our workplace customers
To succeed in this role, you must have:
- A reliable laptop/desktop (no Chromebooks or Linux OS).
- Minimum 20 Mbps wired internet connection.
- Wired headset for clear communication.
- A quiet, distraction-free workspace.
- Stable power and internet connectivity.
Clipboard Health operates 24/7 to meet our business needs, and general agent schedules are as follows:
- 5 days per week
- 9-hour days
- 1.5 hours of daily break time
- If your availability aligns with current needs, you will be in consideration to move forward with the hiring process.
- If your availability does not align with current needs, we will contact you if and when your preferred schedules become available.
- Weekend availability is required. If you're not available on weekends this may not be the right time to apply.
- Application
- Case Study
- Interview with Hiring Manager
- Executive Interview
- Offer
If you're passionate about helping customers, solving complex issues, and working in a high-growth startup, we’d love to hear from you!
Next Steps After Application
- The application form also includes basic customer support skill-based questions. Getting any of these questions wrong will result in automatic rejection—these assess your ability to handle real client situations.
- You will receive an email with the next steps in the process within 2 days of your application.
- Check your spam folder! If you don’t see the email, make sure it hasn’t been filtered out or blocked.
How to apply
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