Checkly

• Become an expert on Checkly and the Monitoring space. • Work with valuable customers in different stages across pre- and post-sales. • Assist prospects with technical evaluation of Checkly from demo to implementation. • Speak with customers directly and share learnings with Product and Engineering. • Assist in continuously improving technical documentation, processes and policies. • Involved in Customer Support during onboarding to learn the platform.

• 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

• You will become an expert on Checkly and the Monitoring space, helping drive the Monitoring as Code revolution, and solve real customer problems. • You will work with some of our most valuable customers in different stages across pre-sales. • You will assist prospects with the technical evaluation of Checkly, from first demo to the successful implementation of Checkly. You will own this process. • You will speak with our customers directly and share your learnings with Product and Engineering, helping shape Checkly. • As part of your role you will assist in continuously improving technical documentation, processes and policies. • During your onboarding you will be involved in our Customer Support to learn our platform inside out and understand our customers. After that, you will chip in Support when needed from time to time.

• You will become an expert on Checkly and the Monitoring space, helping drive the Monitoring as Code revolution, and solve real customer problems. • You will work with some of our most valuable customers in different stages across pre-sales. • You will assist prospects with the technical evaluation of Checkly, from first demo to the successful implementation of Checkly. You will own this process. • You will speak with our customers directly and share your learnings with Product and Engineering, helping shape Checkly. • As part of your role you will assist in continuously improving technical documentation, processes and policies. • During your onboarding you will be involved in our Customer Support to learn our platform inside out and understand our customers. After that, you will chip in Support when needed from time to time.

• Design & build AI agents and AI-enhanced features iteratively. • Implement solutions full stack with your team. • Get in touch with users to learn from their feedback directly.

• Harden & expand our backend • Own and evolve our uptime monitoring platform • Work with infra to deploy our own Clickhouse instance • Design and implement an API on this datastore • Work with a customer to hunt down a bug • Improve our status pages product • Work on scaling our current backend platform

• Lead the product design of Checkly's platform. You'll be the go-to person for the team when they need design decisions about user experience and the interface. • Bridge design and development by prototyping in code when needed and collaborating closely with frontend engineers on implementation. • Shape the design vision for new features, contributing from early exploration through implementation and iteration. • Be in close contact with support and customer success teams and our users to really understand customers' problems. • Co-develop and maintain our growing design system with Engineering, ensuring scalability, accessibility, and performance. • Champion high standards of UI/UX and developer experience across teams while being pragmatic about tradeoffs. • Use AI tools daily as a core part of your workflow, from generating and iterating on designs to prototyping and writing code, and actively push the boundaries of what AI-assisted design can look like.

(Remote with option to go to NYC office if convenient, ET, CT or MT, Series B DevTools SaaS) Join Checkly as an Enterprise Account Executive and empower developers to own and ensure application performance and reliability - from pull request to post-mortem! Checkly helps engineers build reliable products by unifying testing, monitoring and observability. OpenTelemetry, Playwright, and Monitoring as Code are our foundation for unifying performance and reliability. Our platform is already trusted by teams at 1Password, CrowdStrike, Render, LinkedIn and Vercel, but we’re just getting started. 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. If you thrive in an entrepreneurial environment and love closing deals that genuinely help developers, this is the place for you. 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. What you’ll do We're looking for an Enterprise Account Executive to join our sales team of driven Account Execs and savvy Solution Engineers. You will report directly to Tony, our Chief Revenue Officer. You’ll focus on enterprise accounts with a mix of: Account expansion within our strong install base Warm inbound leads from our growing market presence Net-new logo hunting This isn’t about pushing software. It’s about solving real problems for engineering teams who live and breathe code quality. We’re looking for someone who: Has the track record Consistently crushes SaaS sales targets and knows the enterprise cycle inside-out. Has experience and enjoys growing accounts AND landing new logos. Previously worked as an SDR and has strong prospecting/lead nurturing skills. Gets the technical side Comfortable talking shop with CTOs, VPs of Engineering, and developer teams. Interested in modern web technologies. Can translate technical value into business impact. Thrives in our environment Loves the energy and autonomy of a remote-first startup Enjoys collaborative problem-solving with Solution Engineers and the broader team Ready to travel frequently across the US to build face-to-face relationships Communicates like a pro Exceptional written and verbal English skills Confident presenting to C-suite executives and technical teams alike Can adapt communication style from boardroom to Slack channel Location: US East, Central or Mountain Time is required. Optional access to our NYC office. Why Checkly? Transparent salary (more info below). Stock options. Flexible work hours, async-first (low meeting, high productivity) and transparent culture. Become part of a fast-growing, and international team where your work matters. Your impact won’t get lost in layers of bureaucracy. Flexible paid vacation Paid sick leave & up to 14 weeks of paid parental leave. $1,500 learning, visiting and wellbeing budget. Bi-annual company retreats. Find out more here. What we pay Fair, competitive, and transparent pay is very important for us. Therefore we work with a standardized salary calculator that includes several factors such as seniority level as well as location. For this role, the range is $255k - $300k OTE (50% base + 50% commission) Apply If this sounds interesting, please apply! Studies by several different sources have shown that on average men will apply for a job if they meet 60% of the application requirements. Women, non-binary people and POC will seek to match a much higher percentage of requirements before applying. If you're not sure you're the right fit, apply anyway and let us know what you bring to the table. We'd love to hear from you!