Calendly is Hiring! — Remote Customer Support Specialist — 2nd Shift — Up to $26.55/hr.

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Calendly Customer Support Featured Post

by Rat Race Rebellion       March 18, 2026

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About Calendly

Calendly is a leading scheduling automation platform that simplifies meeting coordination for millions of users worldwide. The company is in a phase of exciting product growth, offering employees opportunities to advance their careers significantly. Calendly prides itself on delivering a high-touch customer experience that enables users to maximize their time effectively.

This is a full-time, remote position based in the US, with a consistent work schedule from Tuesday to Saturday, 4pm to 1am ET. The role requires flexibility to adapt to the needs of customers across different time zones, ensuring premium support is available globally.

What Your Day Will Look Like

As a Customer Support Specialist, you will be the first point of contact for users, resolving queries via live chat, phone, or email. The role involves maintaining expert-level product knowledge, participating in support initiatives, and achieving personal and team metrics. You will document customer issues, provide empathetic solutions, and ensure a seamless Calendly experience.

Responsibilities & Expectations

  • Resolve Customer Queries: Address customer issues via live chat, phone, or email promptly
  • Maintain Product Knowledge: Develop and retain expert-level understanding of Calendly’s offerings
  • Participate in Initiatives: Engage in support initiatives to improve customer experience
  • Document Issues: Accurately record and escalate customer and internal issues
  • Provide Empathetic Solutions: Deliver solutions with patience and empathy in every interaction
💡 Not a match for these duties? Browse more similar active job right here.

Relevant Experience & Skills Required

  • Education Requirements: 1+ years of experience in software (SaaS) customer support
  • Technical Skills: Proficiency in software troubleshooting and technical support
  • Communication Skills: Strong written and verbal communication abilities
  • Time Management: Excellent organizational and time management skills
  • Team Collaboration: Ability to work collaboratively with a customer-centric team

Compensation & Benefits

The estimated compensation for this role is $19.62 – $26.55/hr. based on experience.

💡 Not the right fit? Check out these related roles:

Before You Apply: Resume Tips for this ATS

Because you are applying directly through the employer’s Applicant Tracking System, your resume needs to be optimized for their software:

  • Make sure the words “Customer Support Specialist,” “SaaS,” and “remote” appear in your past experience if applicable.
  • Highlight any specific experience you have with Zendesk.
  • Ensure your resume clearly states that you are looking for Full-Time work, so the recruiter knows you are aligned with the role.

HOW TO APPLY

Apply on Calendly Job Page

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