Enterprise Account Executive: AI-Driven Growth & ROI Deals

Checkr, Inc.; Atlanta (GA); On-site; USD 229,724 - 270,264; Full time

Benefits offered by this job

Learning and development allowance

100% medical, dental, and vision

Fertility/adoption reimbursement up to

Flexible PTO

Monthly wellness stipend

Job summary

Checkr is seeking an Enterprise Account Executive in Atlanta to own new logo growth within the Enterprise segment (>5K employees). This full-cycle role builds pipeline, runs complex sales cycles, and quantifies prospect business impact.

You will orchestrate multi-thread deals, negotiating contracts from $50K to $1M and driving post-sale activation with a focus on ROI and AI-enabled selling. You will travel to meet prospects and customers as needed, while collaborating with product, sales

Qualifications

• Proven track record closing new Enterprise accounts with complex structures
• Self-sourced outbound motion for pipeline growth
• 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/activation planning
• Resourceful—self-sufficient when bandwidth is limited
• Operational use of AI tools to scale output
• Excellent written and verbal communication skills
• Experience selling B2B solutions to HR buyers
• A‑player mindset with urgency and ownership

Responsibilities

• Own new business sales across an assigned book (200–300 accounts), with a meaningful share of pipeline self-sourced
• Run full-cycle Enterprise deals — multi-thread across the buying committee and orchestrate the deal from first outbound to close
• Get prospects to quantify their own pain and anchor the close on ROI, not features
• Negotiate and close annual contracts ranging $50K–$1M
• Own post-sale activation planning — document ramp milestones and consumption targets
• Use AI tools to research, manage pipeline, and prospect
• Develop internal champions and sell the deal internally when resources or approvals are needed
• Travel to meet prospects and customers at events, meals, or their facilities

Skills

Enterprise sales

Outbound prospecting

Executive communication

ROI modeling

Post-sale activation

AI tools usage

Analytical / problem solving

B2B/Hr buyers sales

Ownership / accountability

Fast decision making

Job description

Checkr is seeking an Enterprise Account Executive in Atlanta to own new logo growth within the Enterprise segment (>5K employees). This full-cycle role builds pipeline, runs complex sales cycles, and quantifies prospect business impact.

You will orchestrate multi-thread deals, negotiating contracts from $50K to $1M and driving post-sale activation with a focus on ROI and AI-enabled selling. You will travel to meet prospects and customers as needed, while collaborating with product, sales