Sales Engineer (remote, Eastern Time zone (ET

(Remote, ET+/-1 (e.g. Boston, Argentina), Series B Dev Tools SaaS)

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

Checkly is the active reliability layer for developers and agents. We unify testing, synthetic monitoring, and observability into a single AI-native workflow, so engineering teams (and the agents shipping alongside them) can catch issues before customers do.

Our platform is trusted by teams at Vercel, Crowd Strike, 1

Password, Airbus, Mistral, Service Now, and Fastly. 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.

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.

We're looking for a Sales Engineer to ensure our customers get the best out of Checkly.

• You will learn Checkly and the Monitoring space deeply, then help customers solve real reliability problems.

• You will support prospects through technical evaluations alongside our senior CSE and sales team.

• You will help existing customers with technical questions, implementations, and adoption.

• You will contribute to technical documentation and internal playbooks as you learn what works.

• You will speak with customers directly and share your learnings with Product and Engineering.

• Some professional experience in a technical, customer-adjacent role. That could be software engineering with meaningful customer interaction, technical consultancy, professional services, developer relations, or a similar path.

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

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

• Genuine interest in working directly with customers. You enjoy talking to people, running demos, and explaining technical concepts clearly.

• Excellent spoken and written English skills

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

• Located in the ET+/-1 time zones.

• 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

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

• Annual company on-site

Find out more here.

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, there’s a 70% base salary - 30% commission split. The range is

• $80k-$124k OTE for someone in a similar cost of market as Argentina.

• $107k-$155k OTE for someone in the US.

• $134k-$185k OTE for someone in US Tier 1 locations like NYC, Boston.

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.