["Full-Time"]
Remote
SaaS
jobicy
About this role
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 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.
What You'll Do:
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-qua
Commission Structure
Base Salary
Not disclosed — ask in interview
Commission
Structure not specified
Ramp Period
Not mentioned — clarify timeline
Quota
$1M
Selling Motion
Sales Cycle
Enterprise
6–18 month cycles, complex multi-stakeholder deals
Prospecting
Channel / Partner
Sell through partners, resellers, or alliances
Deal Size
$.
Typical contract value
Buyer Persona
C-Suite
Selling to executive decision-makers
Territory
Named Accounts
Pre-assigned list of target companies
Requirements at a Glance
Typical Day — Account Executive
Estimates based on role type and selling motion — actual may vary by company.
SaaS — Interview Intel
Typical Sales Cycle
30–90 days (SMB) · 3–9 months (Mid-Market) · 6–18 months (Enterprise)
Common Buyer Objections
- "We're locked into a contract with [competitor]"
- "We built something in-house already"
- "We don't have budget until next quarter"
- "Our team won't adopt another tool"
Key Industry Metrics
Hot Topics to Reference
- • AI-native product disruption
- • PLG vs sales-led motion debate
- • Vertical SaaS consolidation
- • Usage-based pricing models
Use these insights to speak the buyer's language in interviews.
Tags
Walk me through your discovery process.
Template questionHow do you handle a prospect who goes silent mid-deal?
Template questionTell me about your largest closed deal and the sales cycle.
Template questionHow do you build business cases for stakeholders?
Template questionDescribe a deal you lost and what you learned.
Template questionAs an Account Executive with DataGrail, you'll own the entire revenue pipeline and be measured on quota attainment.
Expect to work with recurring revenue models where customer retention is as important as acquisition.
This remote-friendly role provides geographic flexibility while maintaining access to a SaaS market.
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