Five9 benefits

Five9 provides cloud contact center software and current official materials describe Five9 AI and automation for organizations worldwide.

22 recorded benefits. Record edited: Wed Sep 16 2026 23:11:32 GMT+0000 (Coordinated Universal Time).

Recorded work model: Mixed by role/location; the current board includes remote, hybrid, and onsite/global roles, and a current U.S. role states fully remote outside a 30-mile office radius or hybrid three days per week inside it..

Health Insurance

Full-time employees and family members receive comprehensive benefits and that Five9 covers 100% of the employee portion of healthcare; health coverage begins on the first day and that a high portion of dependent cost is shared

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Dental Insurance

Guardian Dental; dental coverage begins on the first day and Five9 covers 100% of the employee portion

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Vision Insurance

VSP Vision; vision coverage begins on the first day and Five9 covers 100% of the employee portion

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Disability Insurance

Short- and long-term disability

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Life Insurance

Basic and voluntary life insurance; basic life insurance

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Employee Assistance Program

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

Mental Health Benefits

An innovative mental health support platform with therapy, coaching, and self-guided mindfulness exercises for covered employees and covered dependents

Eligibility & sources

Sources & dates

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Flexible Spending Account (FSA)

Flexible spending accounts; account types, limits

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

Paid Parental Leave

12 weeks of paid parental leave; the benefits are subject to applicable plan documents and written agreements

Pay
Paid
Eligibility & sources

Sources & dates

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Remote Work

The role is fully remote outside the 30-mile radius of an office; location eligibility is role and geography dependent

Eligibility & sources

Sources & dates

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Hybrid Work

Candidates within a 30-mile radius of an office work hybrid three days per week (Tuesday–Thursday); location eligibility is role and geography dependent

Eligibility & sources

Sources & dates

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

401k

A 401(k); a 401k savings plan subject to plan documents

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

401k Match

The 401k savings plan includes employer matching

Eligibility & sources

Sources & dates

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Employee Equity

Company equity; award type, amount, vesting

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

Employee Stock Purchase Plan

Eligibility & sources

Sources & dates

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Bonus

Total compensation may include an annual performance bonus and/or other incentive compensation plans; this is role-specific and conditional

Eligibility & sources

Sources & dates

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

PTO (Vacation / Personal Days)

Accrued PTO

Pay
Paid
Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Company Holidays

Company-paid holidays

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Employee Discount

Working Advantage discounts

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

Company Events

Regularly scheduled company events every other month

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.

Volunteer Time Off

Paid volunteer hours

Eligibility & sources

Sources & dates

  • Careers page Senior WEM AQM Prompt Engineer — current U.S. role

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current U.S.-Remote role body. It states first-day health/dental/vision coverage, disability, life, 401k match, mental-health platform, ESPP, PTO, holidays, volunteer hours, paid parental leave, and remote/hybrid location rules; all are subject to plan documents and role/location conditions.

Commuter Benefits

Commuter discounts

Eligibility & sources

Sources & dates

  • Benefits page Five9 Careers — employee benefits

    Read 2026-09-16T23:04:31.979Z

    Source context

    Current official careers page. Named benefits are presented for full-time employees and family members; plan terms and eligibility are not otherwise stated.