Sales Jobs 2026 (Now Hiring) – Smart Auto Apply

(Remote with option to go to NYC office if convenient, ET or CT, Series B DevTools SaaS)

Join Checkly as a Sales Engineer (Pre-Sales) and empower developers and agents to own and ensure application performance and reliability - from pull request to post-mortem!

Checkly helps engineers build reliable products by unifying testing, synthetic monitoring and observability. OpenTelemetry, Playwright, and Monitoring as Code are our foundation for unifying performance and reliability.

Our platform is already trusted by teams at Vercel, LinkedIn, 1Password, CrowdStrike and Render, but we’re just getting started. In 2024, we raised $20M in Series B funding from Balderton, CRV, and Accel to take things to the next level.

That’s where you come in. As a part of our Sales team, you’ll play a key role in expanding our reach, building relationships with engineering teams, and showing them why Checkly is the best solution out there. If you thrive in an entrepreneurial environment and love closing deals that genuinely help developers, this is the place for you.

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 and async-first startup environment with inclusive benefits and full transparency about how we pay.

What you’ll do

We're looking for a Sales Engineer to ensure our customers get the best out of Checkly. You will be part of the Checkly Customer Organization and will report to Tony, our Chief Revenue Officer.

• You will become an expert on Checkly and the Monitoring space, helping drive the Monitoring as Code revolution, and solve real customer problems.

• You will work with some of our most valuable customers in different stages across pre-sales.

• You will assist prospects with the technical evaluation of Checkly, from first demo to the successful implementation of Checkly. You will own this process.

• You will speak with our customers directly and share your learnings with Product and Engineering, helping shape Checkly.

• As part of your role you will assist in continuously improving technical documentation, processes and policies.

• During your onboarding you will be involved in our Customer Support to learn our platform inside out and understand our customers. After that, you will chip in Support when needed from time to time.

What you should have

• Strong technical skills that allow you to read, write and debug code (Javascript/Node.js preferred).

• 3-5 years experience in a Solutions Engineering role, ideally dev-tools SaaS. Observability, monitoring, or testing background is a plus.

• Ability to use AI tools to accelerate customer-facing work: researching prospect environments, generating tailored demo code, building proof-of-concept repos etc. We build with Claude Code, Codex, and similar tools.

• Ability to be autonomous and self-motivated in a remote-first work environment, while you also enjoy getting to know your colleagues and helping others.

• Exceptional empathy and curiosity. You love working with customers and take pride in seeing them succeed.

• Proactive and ownership-oriented mindset to help build long-lasting partnerships with Checkly’s customers.

• Excellent spoken and written English skills.

• Located in the US (ET or CT time zones).

Why us?

• Transparent salary. (more info below)

• Become part of a fast-growing, and international team where your work matters—your impact won’t get lost in layers of bureaucracy.

• Stock options

• Flexible paid vacation+ your local public holidays

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

• $1,500 learning, visiting and wellbeing budget

• Annual company on-site

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.

For this role, the range is $140k - $160k OTE (70% base + 30% commission) for someone in the US.

Apply

If this sounds interesting, please apply! Studies by several different sources have shown that on average men will apply for a job if they meet 60% of the application requirements. Women, non-binary people and POC will seek to match a much higher percentage of requirements before applying. If you're not sure you're the right fit, apply anyway and let us know what you bring to the table. We'd love to hear from you!

We're all about being transparent and setting clear expectations. That's why we've put together our hiring playbook and open-sourced our employee handbook. There you'll find a sneak peek of who we are, how we work and what you can expect in our hiring process.