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.
Requirements
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.
LI-AG1
Pay Transparency Disclosure
On-target Earnings OR Base Salary range (San Francisco, CA)
$258,000 - $304,000 USD
Benefits
A fast-paced and collaborative environmentLearning and development allowanceCompetitive cash and equity compensation, and opportunity for advancement100% medical, dental, and vision coverageUp to $25K reimbursement for fertility, adoption, and parental planning servicesFlexible PTO policyMonthly wellness stipendEqual Employment Opportunities at ChDental insuranceVision insurancePaid time offRemote work optionsFlexible scheduleEquity / stock optionsParental leave
Additional Information
About Checkr
Checkr is building the data platform to power safe and fair decisions. Checkr's innovative technology and robust data platform help customers assess risk and ensure safety and compliance to build trusted workplaces and communities. Checkr has over 100,000 customers including Amazon, DoorDash, Netflix, Kimpton, and Anthropic.
We're a team that thrives on solving complex problems with innovative solutions that advance our mission. Checkr is recognized on Forbes Cloud 100 2025 List and is a Y Combinator 2024 Breakthrough Company .
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.
Checkr · San Francisco, CA