[Remote] Enterprise Account Executive

Note: The job is a remote job and is open to candidates in USA. DataGrail is a leading company in the data privacy sector, focusing on automating privacy and managing risk for enterprises. As an Enterprise Account Executive, you will be responsible for the complete sales cycle for complex accounts, collaborating with various stakeholders to implement modern privacy solutions.

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

Skills

• 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
• 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

Benefits

• Equity
• Health, dental & vision insurance plans
• Remote-first working environment
• 401k savings plan
• Parental leave
• Wellness benefits
• Flexible time off
• Paid holidays
• Work from home stipend

Company Overview