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This position was posted on April 17, 2026 and is likely no longer accepting applications. We've kept it here for historical reference. Check out the similar jobs below!
Job Overview
Location
Boston
Job Type
Full-time
Category
Sales
Date Posted
April 17, 2026
Full Job Description
đź“‹ Description
- • As a Sales Engineer (Pre-Sales) at Checkly Group Inc., you will empower developers and engineering teams to ensure application performance and reliability from pull request to post-mortem by guiding them through technical evaluations of the Checkly platform.
- • You will become an expert on Checkly’s unified testing, synthetic monitoring, and observability solutions, helping drive the Monitoring as Code revolution while solving real customer problems during pre-sales engagements.
- • You will work closely with high-value prospects, assisting them from initial demo through successful implementation, owning the technical evaluation process and translating customer feedback into product improvements.
- • You will collaborate with Product and Engineering teams to share insights from customer interactions, contribute to technical documentation, and support continuous improvement of processes and policies.
- • During onboarding, you will engage with Customer Support to deeply understand the platform and customer needs, and periodically support support functions as needed.
- • You will operate in a remote-first, async-friendly environment with options to work from the NYC office, aligned with ET or CT time zones, contributing to a transparent, inclusive, and high-impact culture at a Series B DevTools SaaS company trusted by teams at Vercel, LinkedIn, 1Password, CrowdStrike, and Render.
🎯 Requirements
- • Strong technical skills to read, write, and debug code, with JavaScript/Node.js preferred.
- • 3–5 years of experience in a Solutions Engineering role, preferably in dev-tools SaaS, with observability, monitoring, or testing background as a plus.
- • Ability to leverage AI tools (e.g., Claude Code, Codex) to accelerate customer-facing work such as researching prospect environments, generating demo code, and building proof-of-concept repositories.
- • Proven ability to work autonomously and self-motivate in a remote-first setting while maintaining collaboration and team engagement.
- • Exceptional empathy, curiosity, and communication skills in spoken and written English, with a passion for helping customers succeed.
- • Located in the United States and available to work within ET or CT time zones.
🏖️ Benefits
- • Transparent salary structure with a range of $140k–$160k OTE (70% base + 30% commission) for US-based candidates.
- • Stock options as part of compensation package.
- • Flexible paid vacation plus local public holidays.
- • Paid sick leave and up to 14 weeks of paid parental leave.
- • $1,500 annual learning, visiting, and wellbeing budget.
- • Annual company on-site gathering to strengthen team connections.
Skills & Technologies
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About Checkly Group Inc.
Checkly offers an application reliability platform that unifies testing, monitoring, and observability into a developer-friendly workflow. They provide uptime and end-to-end monitoring, empowering engineering teams to detect, communicate, and resolve performance issues. Using a Monitoring as Code approach, Checkly allows users to automate their entire monitoring process with tools like Playwright and OpenTelemetry, integrating seamlessly into CI/CD workflows. World-class engineering and SRE teams depend on Checkly to deliver reliable digital experiences, and they provide integrations for Slack, SMS, and more to alert teams when issues arise.
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