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ChecklyChecklyBoston, MA

Customer Solutions Engineer )

Customer Solutions Engineer supporting technical evaluations, implementations, and adoption of Checkly's AI-native monitoring and observability platform. Requires technical coding skills (JS/Node preferred), customer-facing experience, and ability to use AI tools for demos and POCs.

80k – 185k/yr
RemoteSales Engineering

About the role

Responsibilities

  • 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.

Requirements

  • 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 (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. 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.

Nice-to-Haves

  • Experience in the monitoring or observability space.

Compensation

  • 70% base salary - 30% commission split.
  • $107k-$155k OTE for someone in the US.
  • $134k-$185k OTE for someone in US Tier 1 locations like NYC, Boston.
  • Stock options.
  • Flexible paid vacation.
  • Paid sick leave & up to 14 weeks of paid parental leave.

Skills

JavaScriptNode.jsAI ToolsClaudeCodexTechnical Documentation
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