Checkly benefits

Checkly provides monitoring-as-code, testing and observability tools for developers and agents.

16 recorded benefits. Record edited: Mon Sep 21 2026 11:20:43 GMT+0000 (Coordinated Universal Time).

Recorded work model: Remote-first; varies by role (NYC sales office noted).

Health Insurance

Dental Insurance

Vision Insurance

Flexible Spending Account (FSA)

Disability Insurance

Life Insurance

Sick Time

Paid sick leave is stated in the current remote US East Coast posting

Eligibility & sources

Sources & dates

Paid Parental Leave

Up to 14 weeks of paid parental leave is stated in the current US East Coast posting

Pay
Paid
Eligibility & sources

Sources & dates

Remote Work

Itself as remote-first and says most of the team works remotely from 16+ countries; a NYC sales office is also noted, so remote eligibility varies by role

Eligibility & sources

Sources & dates

  • Benefits page Checkly careers — perks and benefits

    Read 2026-09-21T10:53:30.000Z

    Source context

    Checkly employees; page separately labels US-specific benefits and otherwise gives general company terms

Flexible Schedule

Flexible working hours for the remote-first team

Eligibility & sources

Sources & dates

  • Benefits page Checkly careers — perks and benefits

    Read 2026-09-21T10:53:30.000Z

    Source context

    Checkly employees; page separately labels US-specific benefits and otherwise gives general company terms

Home Office Stipend

A home-office setup or co-working budget

Eligibility & sources

Sources & dates

401k

PTO (Vacation / Personal Days)

27 days of paid vacation, increasing to 30 days from the fifth anniversary

Pay
Paid
Eligibility & sources

Sources & dates

Company Holidays

Employees may use their local or flexible public holidays

Eligibility & sources

Sources & dates

  • Benefits page Checkly careers — perks and benefits

    Read 2026-09-21T10:53:30.000Z

    Source context

    Checkly employees; page separately labels US-specific benefits and otherwise gives general company terms

Company Events

One in-person kickoff; current postings refer to an annual company kickoff or on-site

Eligibility & sources

Sources & dates

Professional Development Stipend

A $1,500 learning, visiting and wellbeing budget for online courses, conference tickets, mentors, travel to colleagues, gym, therapy and more

Eligibility & sources

Sources & dates

  • Benefits page Checkly careers — perks and benefits

    Read 2026-09-21T10:53:30.000Z

    Source context

    Checkly employees; page separately labels US-specific benefits and otherwise gives general company terms