Account Executive

Checkr Trust is not a typical sales role. It’s a chance to help build an entirely new business inside a category-defining company.

Checkr Trust is accelerating solutions into various verticals that detect bad actors prior to them impacting businesses. We have early traction, strong product-market pull, and the backing of Checkr — but we are still building the plane while flying it.

We are looking for a Senior Account Executive who wants:

• A difficult, high-ownership role
• Ambiguity over predictability
• Accountability over excuses
• Long-term impact over short-term comfort

This is not a “manage a book of inbound” job. This is a territory-building, market-educating, first-call-to-close ownership role. You will operate like a founder inside a startup — except you have the resources of an established company behind you.

If you want something safe and structured, this won’t be the right fit.
If you want to build something enduring — and are willing to do the hard work required — keep reading.

What You’ll Do

• Build your territory from scratch: define ICPs, refine messaging, test approaches, and create repeatable motion where none exists yet
• Own the entire deal lifecycle — from cold outreach to multi-threaded enterprise close.
• Drive new business pipeline via traditional and creative cold outreach
• Educate the market on a category that is still forming
• Navigate ambiguity, push through rejection, and maintain conviction when deals stall or timelines stretch
• Experiment with AI to find efficiencies across your work
• Partner cross-functionally with product, legal, operations, and leadership to shape how we win.
• Hit ambitious revenue targets

This is a role where your fingerprints will be on the business.

What We’re Looking For

You are someone who:

• Has 5–7+ years of full-cycle, quota-carrying experience — must have hunting experience
• Has built a pipeline when there was no brand awareness
• Has sold six- or seven-figure deals in complex environments
• Has worked in a startup (or operated like you were in one)
• Has outperformed targets in situations that were not perfectly set up for you
• Has tangible examples of projects created using advanced AI tactics
• An A-player mindset with a strong bias for action: you raise the bar, move with urgency, stay resilient through ambiguity, and take ownership to deliver meaningful outcomes.
• Understands that feedback is a gift that allows for acceleration and growth

More importantly:

• You have grit. Your energy and work ethic raises the bar of others
• You prefer autonomy and ownership to rigid structure
• You don’t wait for perfect messaging — you test, iterate, refine
• You are comfortable hearing “no” repeatedly without losing momentum
• You care about building something meaningful, not just closing this quarter’s deal
• You hold yourself to a higher internal standard than anyone else will

People describe you as relentless, disciplined, competitive — but collaborative.

You understand that building something valuable is both rewarding and uncomfortable.

What you’ll get

• A fast-paced and collaborative environment
• Learning and development allowance
• Competitive compensation and opportunity for advancement
• 100% medical, dental, and vision coverage
• Up to $25K reimbursement for fertility, adoption, and parental planning services
• Flexible PTO policy
• Monthly wellness stipend

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