Enterprise Account Executive Role at Checkr in Dallas, TX

Neolife Updates; Dallas (TX); On-site; USD 140,000 - 210,000; Full time

Job summary

Checkr, Inc. in Dallas, TX is seeking an Enterprise Account Executive to own new logo growth in the Upper Mid-Market segment. This full-cycle sales role demands outbound prospecting, multi-threaded deal coordination, and ROI-based negotiations from first outreach to close.

You will build ROI models, anchor negotiations on outcomes, and drive post-sale activation planning to enable CS success. Travel to meet customers is expected as part of the role.

Qualifications

• Proven track record closing complex Enterprise accounts.
• Self-sourced outbound motion beyond inbound leads.
• Experience selling to EVPs/CXOs and end-users in the same cycle.
• Ability to quantify business value with ROI models.
• Experience with post-sale handoff, ramp/activation planning, and pricing models.

Responsibilities

• Own new business sales across 200-300 accounts with outbound prospecting.
• Run full-cycle Enterprise deals with multi-threaded stakeholders.
• Build ROI models and anchor negotiations on outcomes.
• Close annual contracts from $50K to $1M.
• Lead post-sale activation planning with CS team.

Job description

Enterprise Account Executive, Upper Mid-Market at Checkr - 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, DoorDash, 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.

What You'll Do

• 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.

What You Bring

• 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.

Compensation & Benefits

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.

Application Tips for This Role

• 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.