Enterprise Account Executive; remote, ET, CT or MT

Enterprise Account Executive (remote, ET, CT or MT)

Apply for the Enterprise Account Executive (remote, ET, CT or MT) role at Checkly
.

$/yr - $/yr

The role is remote with the option to visit a NYC office if convenient. Applicants must be located in US East, Central or Mountain Time. Checkly is a Series B Dev Tools SaaS company building a platform that unifies testing, monitoring, and observability for developers.

Checkly helps engineers build reliable products by unifying testing, monitoring, and observability. Our platform is trusted by teams at 1

Password, Crowd Strike, Render, Linked In, and Vercel. In 2024 we raised $20M in Series B funding from Balderton, CRV, and Accel.

• Account expansion within our strong install base
• Warm inbound leads from our growing market presence
• Net-new logo hunting

• 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.

US East, Central or Mountain Time is required. Optional access to our NYC office.

• Transparent salary (more info below).
• Stock options.
• Flexible work hours, async‑first and transparent culture.
• Become part of a fast‑growing, international team where your work matters.
• 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.

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).

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! We’re all about being transparent and setting clear expectations. Find out more about our hiring playbook and open‑sourced employee handbook.