Head of Sales (Privacy Tech)

About the Company

Our client is a next-generation, AI-powered enterprise Privacy Governance Platform — a SaaS company helping leading businesses minimize privacy risks, manage consent, automate data mapping, and fulfill data subject requests end-to-end. Trusted by Fortune 100 clients, the platform leverages patented hybrid AI technology to analyze billions of data points and deliver automated, scalable privacy compliance across social, web, mobile, cloud, apps, and IoT devices. The company has a key office in the Tysons, VA area (DMV corridor) and is at an exciting inflection point in its growth journey.

The Mission

To make privacy simple, transparent, and easy to manage — empowering companies to protect customer data while building trust and driving better customer engagement.

The Opportunity

Our client is looking for a player-coach Head of Sales to take the reins of a growing revenue organization at a high-growth data privacy SaaS company with proven Fortune 100 customers and patented technology. This is a high-impact leadership opportunity for an entrepreneurial sales leader ready to step into a team with experienced AEs and BDRs already in motion — and double its size this year. You will have direct access to and partnership with the Founder/CEO, the autonomy to lead with conviction, and the chance to shape the commercial trajectory of a company operating in one of the fastest-growing spaces in enterprise software.​

What You'll Do

• Own the revenue number — lead and grow the team quota while setting the standard for performance and execution

• Lead and scale a hunter team — inherit a team of experienced, outbound-focused AEs and BDRs, with a plan to double sales headcount in 2026

• Drive outbound pipeline — this team doesn't wait for leads; you'll champion a proactive, self-sourced pipeline culture where the team owns its own destiny

• Drive enterprise deals — engage CISOs, CPOs, CIOs, and VPs of Security at mid-market and Fortune 1000 companies across the full sales cycle

• Refine the playbook — define and document the outbound sales process, ICP targeting, prospecting cadences, messaging, and objection handling

• Close your own deals — be hands-on in strategic opportunities; earn commissions on deals you personally bring across the finish line

• Collaborate cross-functionally — work closely with the Founder/CEO, product, and marketing teams to sharpen positioning and sales narratives

• Forecast and report — maintain accurate pipeline visibility and communicate performance metrics to leadership

• Hire and develop talent — actively recruit, onboard, and coach the next generation of high-performing hunters

What You Bring

• 10+ years of B2B SaaS sales experience, with a consistent track record of closing enterprise deals

• 3–5+ years in a sales leadership role, ideally as a player-coach at a startup or high-growth company

• Experience selling to CISOs, CPOs, CIOs, or VPs of Security at private-sector enterprises (not government-only)

• Background in data privacy, cybersecurity, identity/access management, GRC, or adjacent compliance tech strongly preferred

• Demonstrated ability to lead teams while staying close to deals — you coach and you close

• Strong prospecting and hunting instincts — you build pipeline, you don't wait for it

• Located in or willing to relocate to the DMV corridor (Northern Virginia / Maryland / DC area) — this role is hybrid, with 2–3 days per week at the Tysons, VA office

Key Success Drivers

• Low ego, high output — you're collaborative and comfortable partnering with a CEO while fully owning your results

• Hunter's mindset — you are performance-driven, motivated by uncapped upside, and energized by closing deals in a competitive market

• Builder mentality — you thrive in ambiguity and find satisfaction in creating structure and scale where there is room to grow

• Mission alignment — you genuinely care about data privacy and understand the regulatory tailwinds (GDPR, CCPA, AI regulation) driving demand

• Consultative seller — you lead with curiosity and insight, earn the trust of C-suite security and privacy leaders, and guide complex buying decisions through expertise rather than pressure

• Team-first leadership — you invest in your people, celebrate their wins, and hold the bar high

Why Join?

• Compensation: OTE 350K+ | Uncapped commission structure, 600K+ is achievable for top performers

• Equity: Stock options in a high-growth company with Fortune 100 customers and patented AI technology​

• Benefits: 100% company-paid medical benefits — Gold plan with zero out-of-pocket costs​ (a rare and highly valued perk)​

• Title: VP of Sales (formal offer title) and a leadership seat at a company where your impact is immediate and visible​

• Access: Direct CEO partnership and real influence over go-to-market strategy

• Team: Step into a team of experienced AEs and BDRs — and lead the hiring push to double the team this year

• Flexibility: Hybrid work model — 2 to 3 days per week in the Tysons, VA office

• Market timing: Data privacy is one of the fastest-growing categories in enterprise software; GDPR, CCPA, and AI regulation are creating urgent, board-level demand

• Product: Patented technology with proven Fortune 100 deployments — a differentiated, enterprise-grade solution with a compelling story to tell

Interviewing Process

Our client moves quickly and is committed to a fast, respectful candidate experience.

• HR Screening

• Level 1 — Phone Call with the Founder/CEO — General fit

• Level 2 — 30-60-90 Day Presentation with the Founder/CEO — Skills assessment

• Final — On-site Interview at the Office

• Reference & Background Checks — Conducted following successful interviews

• Job Offer — Extended to the selected candidate

We are proud to be an equal opportunity workplace and are committed to equal employment opportunity regardless of race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity, or expression, sexual orientation, or any other characteristic protected by applicable federal, state or local law.