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Head of People Operations

Updated on 7/18/2024



501-1,000 employees

Automated scheduling platform for meetings

Compensation Overview

$170k - $255.2kAnnually

+ Quarterly Corporate Bonus + Equity Awards


Remote in USA

Human Resources
Operations & Logistics
People & HR
Required Skills
Mergers & Acquisitions (M&A)
Data Analysis
  • 12+ years of experience in People Operations; 4 years of experience leading a team.
  • Strong knowledge and experience in HR compliance, including EEO-1 reporting, SOC audits, Business Enterprise Research and Development Survey, and required compliance trainings.
  • Proficiency in Workday Core and Analytics.
  • A keen understanding of the business’ strategy, providing dynamic solutions using experience, data analyses, and organizational agility to guide decision making.
  • Strong project management and organizational skills.
  • Excellent communication skills, including written and verbal.
  • Strong analytical and technical skills, including GSheets.
  • Authorized to work lawfully in the United States as Calendly does not sponsor non-US eligible employment at this time.
  • Lead the People Operations function, including coaching and development of the team.
  • Manage and continuously improve the employee lifecycle experience, including onboarding, offboarding, and reorgs.
  • Own People analytics, including the collection and analysis of data from a variety of sources, identification of key metrics and actionable trends and patterns, and delivery of recommendations for programs and activities to improve upon the findings.
  • Partner closely with People Business Partners to support new People initiatives, policy changes, and handle tier 1 employee relations issues.
  • Manage Calendly’s semi-annual Performance Review process.
  • Oversee training compliance platform and ensure all employees complete required training.
  • Evaluate current People processes to identify areas for improvement and champion new ways to advance our People experience.
  • Own and maintain federal, state, and local HR compliance, People policies, Handbook, Code of Conduct, and internal/external audits.
  • Collaborate with IT, Procurement, and Talent Acquisition on onboarding and offboarding contingent workforce.
  • Lead large People projects and initiatives, and draft and plan out all related communications and project managing stakeholders
  • Ad hoc People projects as needed.

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