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Head of Customer Education

Confirmed live in the last 24 hours



501-1,000 employees

Automated scheduling platform for meetings

Compensation Overview

$144.5k - $234.6kAnnually

+ Quarterly Corporate Bonus + Equity Awards


Remote in USA

Product & UX/UI Design
UI/UX & Design
  • 12+ years of work experience with 4+ years experience leading high-performing customer experience teams and 2+ years of experience as a second-line manager in the technology industry
  • Experience developing omni-channel customer education strategies and direct responsibility for running them across owned (ie. Help Center, Community) and 3rd party (ie. YouTube, Twitter) digital properties with a focus on scaling customer adoption, education & support
  • Experience evaluating, implementing and maintaining the applications that deliver customer education, including but not limited to Zendesk Guide, Ada, Insided, various LMS’s and rewards/gamification technologies
  • Strong desire to create high performing teams, with a passion for building excellent customer experiences
  • Ability to create, analyze and communicate the KPI’s associated with performance, with a focus on continuous improvement
  • Leadership in a fast-pace and ever-changing environment, where ambiguity fuels your curiosity, creativity and tenacity
  • Authorized to work lawfully in the United States of America as Calendly does not engage in immigration sponsorship at this time
  • Developing the vision, strategies and tactics that enable customers to learn and adopt the Calendly platform at an increasing level of quality and operational scale
  • Leading a team to deliver self-service customer education, training & troubleshooting through the creation & delivery of written, video and interactive content
  • Partnering with CX Operations team on the strategic direction & content of the AI chatbot
  • Owning the localization strategy to improve the experience for global customers
  • Leading the teams responsible for the Help Center, Community, and Academy properties and programs
  • Creating and managing a feedback loop for content iterations from Support interactions to education properties to the product team and back
  • Mentoring and coaching team members for their professional growth and impactful outcomes for customers
  • Partnering with other leaders on the Customer Experience team in Support, Success & Operations to prioritize customer success

Calendly provides a scheduling automation platform that simplifies the meeting process for individuals, teams, and organizations globally. The platform leverages scheduling automation and collaboration tools to streamline meetings and enhance productivity.

Company Stage

Series B

Total Funding



Atlanta, Georgia



Growth & Insights

6 month growth


1 year growth


2 year growth



Competitive pay

Quarterly bonus

Team member equity

Home office setup

Technology stipend

Pick your own perk stipend

Flexible Time Off

Vacation stipend

Parental leave

Medical, dental, & vision coverage

Fun community events

401k company match