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WitnessAI

Regional Sales Director

WitnessAI

. Drive growth in the assigned territory by identifying, engaging, and closing enterprise customers .

Posted 9/25/2026full-timeBoston • Massachusetts • United StatesLead💰 $84,500 - $100,000 per yearWebsite

Tech Stack

Tools & technologies
CloudCyber Security

About the role

Key responsibilities & impact
  • Drive growth in the assigned territory by identifying, engaging, and closing enterprise customers
  • Own the full sales cycle from prospecting and qualification through negotiation and close
  • Develop and execute territory plans focused on strategic enterprise accounts
  • Build relationships with decision-makers in security, data science, and IT
  • Partner with marketing and SDRs to generate high-quality pipeline
  • Work with Sales Engineering to scope technical requirements and deliver compelling demos
  • Provide market and customer feedback to influence product direction and roadmap
  • Represent the company at events, conferences, and industry forums
  • Meet or exceed quarterly and annual sales targets
  • Help shape the go-to-market motion, refine the sales playbook, and represent WitnessAI in a fast-evolving market category

Requirements

What you’ll need
  • 7+ years of enterprise sales experience, preferably in cybersecurity, AI/ML infrastructure, or SaaS
  • Proven record of closing six- and seven-figure deals with technical and business stakeholders
  • Deep understanding of security architectures, cloud infrastructure, or AI/ML workflows
  • Strong technical curiosity and ability to articulate complex technology to engineers and executives
  • Experience selling into Fortune 1000, federal, or regulated industries is a plus
  • Self-starter mentality and ability to thrive in early-stage environments with high autonomy and evolving GTM processes
  • Excellent communication, negotiation, and presentation skills
  • Network in the cybersecurity, AI, or cloud security ecosystem is nice to have
  • Experience building or mentoring early GTM teams is nice to have
  • Familiarity with CRM tools such as Salesforce and HubSpot and sales enablement platforms is nice to have
  • Prior startup experience is nice to have

Benefits

Comp & perks
  • Competitive compensation and meaningful equity in a fast-scaling company
  • Collaborative, transparent, and mission-driven culture
  • Backing from world-class investors and advisors in AI, cybersecurity, and enterprise software
  • Hybrid work environment
  • Competitive salary
  • Health, dental, and vision insurance
  • 401(k) plan
  • Opportunities for professional development and growth
  • Generous vacation policy