Enterprise Sales Development Representative

The Opportunity: 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 Sales Development Representative, you'll help some of the world's leading organizations navigate these challenges. You'll engage with senior stakeholders across security, legal, and privacy teams, uncover business priorities, and create opportunities that help organizations modernize their privacy programs. This isn't your typical SDR role. At DataGrail, we understand that building trust begins with a strong foundation. Our sales team takes a deeply consultative approach, understanding what keeps a CISO up at night and knowing which aspects of a privacy program are most critical to a General Counsel. You’ll excel in this role if you’re curious, adaptable, analytical, and creative. Our CEO began his tech career as an SDR and that experience has shaped how we invest in this team. We see SDRs as future sales leaders and provide a clear path to growth into an Account Executive role. What You'll Do: Rigorous Researcher. Conduct in-depth research on enterprise organizations to: Identify key decision-makers and stakeholders across privacy, security, legal, and executive leadership teams. Analyze existing privacy programs to understand gaps and opportunities at scale. Develop account strategies that demonstrate how DataGrail can address complex privacy challenges at the enterprise level. Strategic Outreach. Build a highly personalized, multi-threaded outreach strategy that resonates with our enterprise buyers by: Crafting compelling, customized messaging that speaks directly to senior stakeholders across privacy, legal, security, and data leadership. Leveraging research insights to position DataGrail as the ideal partner for large, complex organizations. Orchestrating outreach across multiple contacts within a single account to build consensus and drive urgency. Business Needs Discovery. Engage with decision-makers at all levels to: Uncover and document complex business needs related to privacy, data governance, and regulatory compliance. Collaborate closely with Enterprise Account Executives to map these needs to DataGrail solutions Navigate complex organizational structures and long buying cycles typical of enterprise accounts. Performance Excellence. Consistently meet and exceed quarterly KPIs, demonstrating: A results-driven approach to booking qualified meetings with strategic enterprise accounts and driving high-value opportunities forward. The ability to balance quality, executive-level outreach with the volume required to build a healthy enterprise pipeline. Collaborative Mindset. Actively share best practices and collaborate with peers to: Enhance team performance and contribute to a culture of continuous learning. Help develop and scale effective enterprise prospecting strategies. What You'll Bring: Experience or strong interest in enterprise B2B SaaS, with an understanding of the complexity involved in selling to large organizations. Exceptional research skills — you can map an org, identify the right stakeholders, and build a compelling, tailored point of view before ever reaching out. Strong written and verbal communication with the executive presence to engage confidently with CISOs, General Counsels, Chief Privacy Officers, and C-suite stakeholders. A consultative mindset — you lead with insight and business value, not just product features. Comfort operating in a fast-paced, high-growth startup environment where you can act without every detail and thrive amid ambiguity. A collaborative, team-first orientation — you win as a team and raise the bar for