Customer Solutions Engineer (remote, Eastern Time zone (ET))

Checkly • Boston, MA

2d • $80,000 - $185,000 • Remote

About The Position

Join Checkly as a Customer Solutions 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. 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. 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.

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.

Benefits

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

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed