Enterprise Account Executive at Checkr in Dallas, TX

Checkr, Inc. is hiring an Enterprise Account Executive, Upper Mid-Market based in Dallas, TX to own new logo growth within its Enterprise segment (companies with 5,000+ employees). With over 140,000 companies — including Uber, Airbnb, Door Dash, and Anthropic — relying on Checkr's AI verification platform, this full-cycle sales role combines high-complexity deal orchestration with hands‑on outbound prospecting and post‑sale activation.

• Own new business sales across an assigned book of 200–300 accounts, sourcing a meaningful share of pipeline through your own outbound motion alongside your BDR.
• Run full-cycle Enterprise deals — multi‑thread across the buying committee, quarterback internal resources (Product, SE, CS, Support, Executives), and shepherd the deal from first outreach to close.
• Build real‑time, back‑of‑napkin ROI models that quantify prospect pain in financial terms and anchor negotiations on outcomes rather than features.
• Negotiate and close annual contracts ranging from $50K to $1M.
• Lead post‑sale activation planning: document ramp milestones and consumption targets before the deal closes, setting the CS team up to execute.
• Use AI tools operationally for account research, pipeline management, and prospecting — not merely for experimentation.
• 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.

• A proven track record of closing complex Enterprise accounts, with specific multi‑year quota attainment you can speak to.
• A self‑sourced outbound motion — not solely reliant on inbound leads or BDR‑generated pipeline.
• Experience selling to both EVPs/CXOs and end‑users within the same cycle, with the ability to communicate in an executive register.
• Demonstrated ability to quantify business value and build ROI cases with prospects.
• Experience owning post‑sale handoff and ramp/activation planning, ideally within consumptive or volume‑based pricing models.
• Resourcefulness — you find the answer rather than waiting on bandwidth from SE, CS, or BDR teams that isn't guaranteed.
• Hands‑on, operational use of AI tools to scale your own output.
• Excellent written and verbal communication skills, with the ability to simplify complex topics.
• B2B solutions sales experience, preferably to HR buyers.
• An A‑player mindset: urgency, resilience through ambiguity, and a strong bias for action and ownership.

For details on compensation ranges, Checkr uses geographic cost of labor as an input and will specify the target range for your exact location during a recruiting discussion. For more information on the compensation philosophy, visit the Checkr website.

• Highlight your outbound motion: Prepare specific examples of how you identify, research, and prospect Enterprise accounts without relying on inbound marketing or BDR‑sourced leads.
• Showcase ROI storytelling: Walk through a past deal where you quantified pain in real time and anchored the close on financial outcomes.
• Demonstrate full‑cycle ownership: Emphasize experience managing the entire sales motion — from multi‑threading across buying committees to post‑sale activation planning — particularly with consumptive or volume‑based pricing.
• Reference AI‑native workflows: Include examples of how you leverage AI tools operationally for account research, pipeline management, and prospecting in your day‑to‑day.
• Tailor your pitch to HR buyers: Familiarize yourself with Checkr's core product verticals — background checks, identity verification, and compliance solutions — and be ready to speak the language of HR tech purchasing cycles.
• Research the buying committee: Enterprise deals involve EVPs, CXOs, and end‑users; demonstrate comfort navigating complex org charts and communicating across all stakeholder levels.