About The Position

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, CrowdStrike, 1Password, Airbus, Mistral, ServiceNow, 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.

Requirements

  • Some professional experience in a technical, customer-adjacent role (e.g., 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 (Javascript/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.
  • Genuine interest in working directly with customers.
  • 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.

Nice To Haves

  • We build with Claude Code, Codex, and similar tools.

Responsibilities

  • Ensure our customers get the best out of Checkly.
  • Learn Checkly and the Monitoring space deeply, then help customers solve real reliability problems.
  • Support prospects through technical evaluations alongside our senior CSE and sales team.
  • Help existing customers with technical questions, implementations, and adoption.
  • Contribute to technical documentation and internal playbooks as you learn what works.
  • Speak with customers directly and share your learnings with Product and Engineering.

Benefits

  • Transparent salary
  • Stock options
  • Flexible paid vacation
  • Paid sick leave
  • Up to 14 weeks of paid parental leave
  • Annual company on-site
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