On-site
SaaS
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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 a Mid-Market Account Executive, you’ll own the full sales cycle in a segment with strong win rates and fast, 30 to 40 day sales cycles. There’s a real market appetite for
what we sell, giving you the opportunity to build your own pipeline, lead a challenger-style, insight-driven sales process, and quickly build momentum toward your first-year quota.
This team has consistently delivered strong results quarter over quarter, and you’re joining a motion with a proven track record. Sales cycles here are measured in weeks, not the year-plus timelines common in enterprise sales, so you’ll see the impact of your work sooner.
AI adoption is pushing privacy and governance higher on the priority list for the kinds of companies you’ll be selling to, and DataGrail’s product keeps pulling ahead of the competition. That combination gives you a strong foundation to build on from day one.
What You’ll Do:
Build and manage a self-sourced pipeline at 3x coverage against quota, largely through your own outbound. Run a challenger-style sales process: lead with insight, create urgency, and keep deals moving through a compressed 30 to 40 day cycle. Identify and develop champions inside target accounts who advocate for you and carry deals forward internally.
Negotiate pricing and contract terms quickly and confidently, protecting deal momentum without stalling progress. Manage your full-cycle pipeline with disciplined forecasting and CRM hygiene, from first outreach through close. Ram
Tools & Tech Stack
Commission Structure
Base Salary
Not disclosed — ask in interview
Commission
Structure not specified
Ramp Period
Not mentioned — clarify timeline
Quota
$.
Selling Motion
Sales Cycle
Enterprise
6–18 month cycles, complex multi-stakeholder deals
Prospecting
Outbound-Heavy
Self-sourced pipeline via cold outreach
Buyer Persona
Director-Level
Mid-senior 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 questionThis Account Executive position at DataGrail involves managing the full sales cycle from prospecting through close.
SaaS sales roles typically involve consultative selling with longer deal cycles.
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