Gladly benefits

Gladly is a customer-experience platform that uses AI to help brands deliver radically efficient and personalized customer-service conversations.

16 recorded benefits. Record edited: Tue Sep 15 2026 16:24:10 GMT+0000 (Coordinated Universal Time).

Recorded work model: Fully remote, with flexible schedules; the current official page's embedded board shows a U.S.-remote role and a Colombia-remote role..

Health Insurance

Gladly offers medical coverage

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Dental Insurance

Gladly offers dental coverage

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Vision Insurance

Gladly offers vision coverage

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Life Insurance

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Employee Assistance Program

Gladly offers an Employee Assistance Program

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Paid Parental Leave

Gladly offers 16 weeks of paid parental leave

Pay
Paid
Duration
16 weeks
Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Fertility Assistance

Infertility benefits

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Adoption Assistance

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Remote Work

Gladly is fully remote

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Flexible Schedule

Gladly allows flexible schedules

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Home Office Stipend

Home-office stipends

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

401k

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Employee Equity

Stock options

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Flexible Spending Account (FSA)

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Unlimited PTO

Gladly offers unlimited vacation time

Pay
Paid
Unlimited
Yes
Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board

Volunteer Time Off

The Gladly community includes all-company volunteer days

Eligibility & sources

Sources & dates

  • Careers page Gladly careers | Join our team

    Read 2026-09-15T15:22:53.000Z

    Source context

    Current official careers page; employee benefits, San Francisco identity, fully remote work model, and embedded Greenhouse board