Enterprise Account Executive — AI-Driven Growth
Checkr, Inc.
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Benefits offered by this job
Job summary
Checkr, Inc. is seeking an Enterprise Account Executive in the Chicago area to own new logo growth within the Enterprise segment (>5K employees). This full-cycle role demands building pipeline, managing complex deals, and quantifying ROI for executives.
You will lead cross-functional resources, drive AI-enabled prospecting, and travel to client sites as needed. Ideal candidates bring a proven enterprise closing track record, a self-sourced outbound motion, and the ability to articulate business
Qualifications
- Proven track record closing enterprise accounts with multi-year quota attainment.
- Self-sourced outbound motion and ability to generate pipeline.
- Experience selling to EVPs/CXOs and end-users in the same cycle.
- Ability to quantify business value and build ROI cases.
- Experience owning post-sale handoff and ramp planning.
Responsibilities
- Own new business sales across an assigned book (200–300 accounts).
- Run full-cycle Enterprise deals with multi-threaded stakeholders.
- Quantify prospect pain and anchor ROI in the deal.
- Negotiate and close annual contracts ($50K–$1M).
- Own post-sale ramp planning and handoff to CS.
- Leverage AI tools for research, pipeline, and prospecting.
- Develop internal champions and secure internal approvals.
- Travel to meet prospects and customers.
Skills
Job description
Checkr, Inc. is seeking an Enterprise Account Executive in the Chicago area to own new logo growth within the Enterprise segment (>5K employees). This full-cycle role demands building pipeline, managing complex deals, and quantifying ROI for executives.
You will lead cross-functional resources, drive AI-enabled prospecting, and travel to client sites as needed. Ideal candidates bring a proven enterprise closing track record, a self-sourced outbound motion, and the ability to articulate business
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