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ChecklyRemotePosted Dec 15, 2025
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Mirrored from Checkly's own Ashby careers system · refreshed hourly

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Dec 15
Posted
Ashby
Applicant system
Job description

Join Checkly and be at the forefront of the Monitoring as Code (MaC) movement. We're a remote-first startup on a mission to empower developers to own and ensure application performance and reliability - from pull request to post-mortem. Monitor your APIs and apps at a fraction of the price of legacy providers, powered by a Monitoring as Code workflow and Playwright.

Thousands of developers are using Checkly today, including those at 1Password, Autodesk, AutoTrader, Deno, Render, Sentry, and Vercel.

Our team members joined Checkly for:

  • the interesting and challenging product in an market (monitoring and observability) with a lot of opportunity for growth

  • the startup environment, where they can take ownership and make an impact

  • the modern tech stack

  • the mostly remote setup and remote-first way of working

  • the transparent culture, shown through our pay calculator, hiring playbook and employee handbook

  • the team of smart, hard-working and capable people and leadership team

We care about building a team where people of all backgrounds are encouraged to do their best work. To achieve this we built a flexible, remote-first and async-first startup environment with inclusive benefits.

Join Our Talent Community

If you’re excited about Checkly but don’t see the perfect role just yet, we’d still love to hear from you! Joining our Talent Community means we can keep you in mind for future opportunities that align with your skills and interests. A Checkly team member will review your resume to see if there’s a potential fit.

If something opens up that matches your skills, we’ll reach out directly. And even if there’s nothing right now, you’ll be the first to hear about new roles as they come up.

What we offer

  • Transparent salary because your salary shouldn't be dictated by how good a negotiator you are. (more info below)

  • Become part of a fast-growing, international, and remote-first team where you can have a real impact

  • Remote-first, flexible work hours, async-first and transparent culture

  • Stock options

  • [Non-US] 27 days of paid vacation or [US] flexible paid vacation

  • Paid sick leave & up to 14 weeks of paid parental leave

  • $1,500 learning, visiting and wellbeing budget

  • Bi-annual company retreats

Find out more here.

What we pay

Fair, competitive, and transparent pay is very important for us. Therefore we work with a standardized salary calculator that includes several factors such as seniority level as well as location.

Learn more about us

We're all about transparency and setting clear expectations. Check out our hiring playbook to get a behind-the-scenes look at our process and what to expect when the right opportunity comes along. We’ve also open-sourced our employee handbook so you can get a feel for life at Checkly.

We’d love to stay connected!

View original posting on Ashby

What applying to Checkly usually looks like

Based on publicly available information, candidates applying through Ashby can typically expect a streamlined, modern application process with a structured online form requesting resume, basic details, and sometimes short responses to role-specific questions. For software engineering positions, applicants may commonly encounter technical assessments or coding exercises alongside conversations with team members, while general applications may involve a more flexible review process. The process may include multiple stages, such as an initial screen followed by further discussions with hiring managers or team members, though this can vary by role and team needs. Response times vary depending on the company's hiring volume and urgency. Candidates should ensure their application materials clearly reflect relevant skills and experience, as Ashby's platform often allows recruiters to filter and review submissions efficiently. Following up politely after applying is generally considered acceptable practice.

Based on publicly available information. LandEarly does not verify interview process details.

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