Calendly benefits

Calendly builds meeting-management and scheduling software that automates scheduling and work around meetings for individuals, teams, and organizations.

17 recorded benefits. Record edited: Thu Sep 17 2026 11:38:27 GMT+0000 (Coordinated Universal Time).

Recorded work model: Remote-first; the current official careers page lists Remote - US and San Francisco (Hybrid) roles, so location requirements vary by role..

Health Insurance

Health coverage for the employee and family

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Dental Insurance

Dental coverage for the employee and family

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Vision Insurance

Vision coverage for the employee and family

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Flexible Spending Account (FSA)

FSAs as pre-tax accounts for health and dependent care

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Health Savings Account (HSA)

HSAs as pre-tax accounts for health and dependent care

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Life Insurance

Company-paid life insurance

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Disability Insurance

Company-paid disability insurance

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Paid Parental Leave

Pay
Paid
Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Remote Work

The company as Remote-First; current board listings also show Remote - US and San Francisco (Hybrid), so role/location terms vary

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Home Office Stipend

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Technology Stipend

Tech stipends

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Employee Equity

Competitive Pay & Equity

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

  • Jobs board Senior Full Stack Engineer, AI Scheduling

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current U.S. remote role body retained as a corroborating first-party posting source.

401k

A 401(k) match

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

401k Match

An immediately vesting 401(k) match

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

PTO (Vacation / Personal Days)

Pay
Paid
Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Company-Wide Closure

An annual holiday closure

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.

Company Events

An annual Company Kick Off and local meetups

Eligibility & sources

Sources & dates

  • Careers page Careers at Calendly

    Read 2026-09-17T11:34:21.350Z

    Source context

    Current official careers page, current benefits panel, work model, and visible role filters.