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

  2026-02-06     Checkly     all cities,AK  
Description:

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

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

Base pay range

$255,000 $300,000 per year (50% base + 50% commission)

Remote with optional NYC office. Checkly is a Series?B DevTools SaaS company.

What youll do

You will report directly to Tony, VP of Sales, and focus on enterprise accounts that include:

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

This role is about solving real problems for engineering teams through testing, monitoring, and observability.

Were looking for someone who:

Has the track record

  • Consistently crushes SaaS sales targets and knows the enterprise cycle insideout.
  • Has experience and enjoys growing accounts AND landing new logos.
  • Previously worked as an SDR with strong prospecting and 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 required. Optional access to NYC office.

Why Checkly?

  • Transparent salary model.
  • Stock options.
  • Flexible work hours, async?first culture, and transparent communication.
  • Fast?growing, international team with high impact.
  • 27 days of paid vacation plus local public holidays.
  • Paid sick leave and up to 14 weeks of paid parental leave.
  • $1,500 annual learning, visiting, and wellness budget.
  • Bi?annual company retreats.


What we pay

Fair, competitive, and transparent pay is important to us. The range for this role is $255k $300k OTE (50% base + 50% commission).

Apply

If this sounds interesting, please apply! We value transparency and want to hear what you bring to the table.

Seniority level

Mid?Senior level.

Employment type

Full?time.

Job function

Sales and Business Development.

Industries

Technology, Information and Internet.

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