Enterprise Account Executive, Upper Mid-Market
Core
Drive new logo growth for Checkr's Enterprise segment (>5K employees) by managing full-cycle, high-complexity sales cycles and ensuring post-sale activation.
Role type
Enterprise Account Executive (Upper Mid-Market)
Builds
AI verification platform for HR, housing, and mobility decisions
Domain
HR Tech / Background Checks / AI Verification
Deliverable
production ML models | product features
Required skills
Closing complex Enterprise deals, self-sourced outbound motion, quantifying ROI/financial pain, negotiating $50K–$1M contracts, post-sale activation planning, executive-level communication, B2B sales to HR buyers, operational use of AI tools
Preferred skills
Selling to HR buyers, consumptive/volume-based pricing models, multi-threading buying committees
Technologies
AI tools for account research and pipeline management
Responsibilities
Own new business sales across an assigned book (200–300 accounts), run full-cycle Enterprise deals, get prospects to quantify pain via ROI models, negotiate and close annual contracts, own post-sale activation planning, use AI tools operationally, develop internal champions, travel to meet prospects
Seniority
Senior, hands-on IC
