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Mid Market Account Executive

DataGrail - Remote - Remote - posted 2026-08-29

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DataGrail is hiring a Mid-Market Account Executive to own the full sales cycle for their agentic privacy platform. The role focuses on building and managing a self-sourced pipeline through outbound prospecting, running a challenger-style sales process, and closing deals in compressed 30-40 day cycles. You'll be responsible for identifying and developing champions within target accounts, negotiating pricing and contract terms confidently, and maintaining disciplined pipeline management with strong CRM hygiene. The team has a proven track record of consistent quarterly results, and you'll be joining a motion with demonstrated success. Key responsibilities include building pipeline at 3x coverage against quota, running insight-driven discovery calls, qualifying rigorously, and forecasting accurately. You'll ramp quickly on DataGrail's product, ICP, and sales methodology, contributing qualified pipeline within 90 days. Ideal candidates bring a proven track record as a hunter in full-cycle B2B SaaS sales, experience with modern sales methodologies (MEDDPICC, Command of the Message), and the ability to connect data privacy gaps to real business risk. You should be comfortable with challenger sales, strong at negotiation, and coachable during ramp. Bonus experience includes selling privacy, data governance, security, or compliance software; selling to privacy, legal, security, or IT stakeholders at VP/Director level; and familiarity with modern GTM tech stacks (Salesforce, Gong, sales engagement tools). Within 90 days, you'll complete onboarding, generate qualified pipeline, and close 1-2 deals. By 180 days, you'll own a healthy pipeline at 3x coverage. By year-end, you'll consistently meet or exceed annual quota through a repeatable, self-sourced pipeline motion and develop multi-quarter account plans for top accounts.

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