Senior Enterprise Account Executive, AI-Driven Growth

Checkr, Inc.; Dallas (TX); On-site; USD 252,697 - 297,290; Full time

Benefits offered by this job

Learning and development allowance

100% medical, dental, and vision

Fertility/adoption & parental planning

Flexible PTO

Monthly wellness stipend

Job summary

Checkr, Inc. is hiring an Enterprise Account Executive in Dallas to own new logo growth within the Enterprise segment. This full-cycle, high-complexity sales role requires building pipeline, running sophisticated deals, and quantifying prospect pain in financial terms.

You’ll close annual contracts from $50K to $1M and drive post-sale activation, leveraging AI tools to scale your efforts. You will travel to meet prospects and customers, collaborate with Product, SE, CS, and Executives, and

Qualifications

• Proven track record closing new Enterprise accounts with complex organizational structures and multi-year quota attainment.
• Self-sourced outbound motion, not solely inbound or BDR-driven.
• Experience selling to EVPs/CXOs and end-users within the same cycle, in an executive register.
• Ability to quantify business value and build ROI cases with prospects.
• Experience owning post-sale handoff and ramp/activation planning, ideally in a consumptive or volume-based pricing model.
• Resourceful, proactive problem-solver who does not rely on limited bandwidth.

Responsibilities

• Own new business sales across an assigned book (200–300 accounts) with outbound pipeline.
• Run full-cycle Enterprise deals — coordinate across Product, SE, CS, Support, Executives.
• Quantify pain and anchor the close on financial outcomes with ROI models.
• Negotiate and close annual contracts ranging $50K–$1M.
• Own post-sale activation planning and set CS milestones before close.
• Use AI tools to research accounts, manage pipeline, and prospect.
• Develop internal champions and secure resources as needed.
• Travel to meet prospects and customers at events or facilities.

Skills

Enterprise sales

New logo

Outbound sales

Executive engagement

ROI quantification

Post-sale ramp

AI tools usage

B2B HR buyers

Written communication

Ownership

Job description

Checkr, Inc. is hiring an Enterprise Account Executive in Dallas to own new logo growth within the Enterprise segment. This full-cycle, high-complexity sales role requires building pipeline, running sophisticated deals, and quantifying prospect pain in financial terms.

You’ll close annual contracts from $50K to $1M and drive post-sale activation, leveraging AI tools to scale your efforts. You will travel to meet prospects and customers, collaborate with Product, SE, CS, and Executives, and