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Responsibilities
The best developers don't wait for a customer to tell them something's broken. They catch it first, in the pull request, in staging, or in the checkout flow at 3am, before a single user notices. That instinct is Checkly's whole reason to exist.That’s where you come in. This role starts where the sale ends. You will onboard new customers, train their engineering teams, and stay close to those accounts as their use of Checkly grows. You are the technical counterpart in the account, and you run your own customer meetings.What you’ll doYou will learn Checkly and the monitoring space deeply, then help customers solve real reliability problems.You will own technical onboarding for new accounts: implementation, configuration, and getting their first monitoring into production.You will run workshops and trainings for customer engineering teams.You will be the technical counterpart in existing accounts, supporting adoption, troubleshooting, and growth alongside the sales team.You will run your own customer meetings, from technical deep dives to account check-ins.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 Engineering and Marketing.What you should haveAround 2 years of experience in a post-sales technical role: customer onboarding, workshops and trainings, and helping accounts grow. Solutions engineering, professional services, customer success engineering, technical account management, or a similar path all work.Hands-on experience with monitoring, observability, or automated testing.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 a customer's stack, generating tailored example 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 workshops and demos, driving a meeting yourself, and explaining technical concepts clearly.Excellent spoken and written English skillsAbility to be autonomous and self-motivated in an async-work environment, while you also enjoy getting to know your colleagues and helping others.Based on the US East Coast, in Eastern Time (ET).Able to travel occasionally to customers.Startup experience is helpful, but not required.Why us?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 optionsFlexible paid vacationPaid sick leave & up to 14 weeks of paid parental leaveUS: Medical, Dental, Vision, FSA, long- and short-term disability, life insurance, 401(K) and moreAnnual company on-siteWhat we payFor this role, there’s a 70% base salary - 30% commission split. The range is $107k-$155k OTE for someone in the US. $134k-$185k OTE for someone in US Tier 1 locations like NYC, Boston.
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