Enterprise Account Executive

DataGrail

23d•$260,000 - $290,000•Remote

About The Position

Data privacy has become one of the most strategic challenges facing modern enterprises — sitting at the intersection of AI governance, data operations, and customer trust. As companies adopt AI at scale, they need new ways to automate privacy and manage risk without slowing innovation. DataGrail has launched the first agentic privacy platform, and we're entering a pivotal phase of growth as we scale toward the next stage of the business. As an Enterprise Account Executive, you'll own the full sales cycle for our largest, most complex accounts — partnering with privacy, legal, security, and data leaders at enterprise brands to replace legacy tooling and stand up modern, automated privacy programs. Bring the experience, pave the way, and the organization will follow and support you across every stage of the deal. You'll have cross-departmental support, world-class marketing, a category-defining product, and an exploding privacy market at your side. The privacy landscape evolves daily. The work you do here will directly shape how DataGrail wins the enterprise — and how a category that's increasingly central to how modern companies operate gets defined. This is an opportunity for a seller who thrives on complex, consultative, multi-stakeholder deals and wants to be measured by the impact they create, not the activity they generate.

Requirements

A track record of consistently exceeding quotas of $1M+ by owning every part of complex, enterprise B2B SaaS sales cycles.
Demonstrated ability to define and execute territory and account plans that generate your own pipeline rather than waiting on inbound.
Experience selling technical, multi-stakeholder solutions to senior buyers (privacy, legal, security, IT, or data leadership is a strong plus).
Command of a modern sales methodology (MEDDPICC, Command of the Message, or similar) and the discipline to qualify rigorously and forecast accurately.
Comfort operating in a fast-paced startup environment — you don't need every detail to act, and you thrive amid ambiguity and change.
Strong business and financial acumen; you build quantified business cases and sell on value, not features.
A genuinely collaborative, team-first orientation — you win as a team and raise the bar for everyone around you.
Excellent written and verbal communication, executive presence, and the credibility to be trusted as an advisor.

Nice To Haves

Experience in privacy, data governance, security, compliance, or other regulated/technical software categories.
A history of being an early or foundational enterprise seller who helped build the motion, not just run it.
Familiarity with a modern GTM tech stack (Salesforce, Gong, sales engagement and intelligence tooling) and a comfort using AI to work smarter.

Responsibilities

Own the complete enterprise sales cycle — from pipeline generation and discovery through negotiation, close, and expansion — across a defined territory of strategic accounts.
Run complex, multi-threaded deals involving privacy, legal, security, IT, and executive stakeholders, navigating procurement and security review with a consultative, value-led approach.
Consistently meet and exceed an annual quota of $1M+ in new and expansion ARR.
Build and execute rigorous territory and account plans that identify where DataGrail creates the most value — and prioritize accordingly.
Develop and manage a healthy, well-qualified pipeline — partnering with SDRs and Marketing on targeted, account-based pipeline generation while owning meaningful self-sourced opportunity creation — and move multiple deals through the funnel simultaneously with strong stage discipline and forecast accuracy.
Lead discovery that uncovers the real business and regulatory drivers behind a privacy initiative — and translate them into a compelling, quantified business case.
Partner closely with Solutions Engineering, Customer Success, Product, and Marketing to win deals as a team and set customers up for long-term success.
Stay sharp on the privacy regulatory landscape (GDPR, CCPA/CPRA, and the expanding U.S. state-law patchwork) and the competitive field, positioning DataGrail's automation depth and integration ecosystem against legacy alternatives.
Maintain disciplined CRM hygiene and forecasting so the business can plan and scale with confidence.