Head of Sales, Enterprise AI Governance & Privacy (DC)

Lavendo•Tysons, VA
•$350,000 - $400,000•Hybrid

About The Position

The Head of Sales will lead an existing enterprise sales team of approximately 2–3 account executives and 5–6 business development representatives, driving team execution and contributing personally to closing business. The role owns revenue, pipeline, and activity goals; coaches sellers; strengthens pipeline generation; and helps turn the company’s established customer and product foundation into its next stage of revenue growth. Working directly with the Founder/CEO, the Head of Sales will influence sales strategy, hiring, team development, and go-to-market execution. The role combines people leadership with hands-on selling and focuses on enterprise solutions for privacy governance, consent management, and AI governance. The position requires working from the office three days per week; candidates willing to relocate are welcome.

Requirements

  • 10 or more years of B2B sales experience, including a strong enterprise SaaS track record.
  • Experience leading account executives and business development representatives while remaining involved in prospecting and closing.
  • Consistent achievement against individual and team revenue targets.
  • Success selling to senior security, privacy, IT, or compliance buyers at private-sector enterprises.
  • Experience navigating complex buying groups, technical evaluations, negotiations, and procurement.
  • Strong outbound skills and ability to coach others to build their own pipeline.
  • A disciplined approach to qualification, forecasting, and performance management.
  • Bachelor’s degree or higher.
  • Ability to work from the office three days per week.

Nice To Haves

  • Experience in cybersecurity, data privacy, identity, GRC, or adjacent enterprise software.
  • Willingness to relocate.

Responsibilities

  • Lead the enterprise sales team against revenue, pipeline, and activity goals.
  • Coach account executives and business development representatives on account planning, prospecting, discovery, deal reviews, and negotiations.
  • Generate and close personal opportunities while helping the team win strategic accounts.
  • Build a consistent outbound motion through clear targeting, relevant messaging, and disciplined follow-through.
  • Develop relationships with CISOs, CIOs, Chief Privacy Officers, compliance leaders, and other enterprise decision-makers.
  • Help buyers connect privacy, consent, and AI governance requirements to a clear business case.
  • Improve qualification, sales processes, CRM discipline, and forecast accuracy.
  • Partner with the Founder/CEO, product, and marketing teams on positioning, competitive strategy, and customer feedback.
  • Hire and onboard additional sellers as the organization grows.

Benefits

  • Competitive base salary of $150,000–$200,000 plus commissions, with OTE of $350,000–$400,000.
  • Medical, vision, and dental coverage fully paid for employees and 50% covered for dependents.
  • 401(k) match.
  • Learning and development stipend.
  • Relocation assistance is available.
  • President’s Club awards and recognition for strong performance.
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