Regional Sales Director

witnessai· GTM
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🌍 Remote📍 RemoteFullTime💰 USD 85K–100K

About this role

Job Title: Regional Sales Director

Location: Boston/NE
Reports to: VP of Sales

About WitnessAI:

WitnessAI is a fast-growing, AI Security startup dedicated to enabling safe and effective AI use for enterprises. Our cutting-edge platform helps organizations innovate and enjoy the power of generative AI, without losing control, privacy, or security.

The Role

As a Regional Sales Director, you’ll be responsible for driving growth in your territory by identifying, engaging, and closing business with enterprise customers. You’ll work closely with marketing, solutions engineering, and product teams to deliver value-driven sales conversations and build deep relationships with security, AI, and IT leaders.

This is a hands-on, early-stage role where you’ll help shape our go-to-market motion, refine our sales playbook, and represent the company in a fast-evolving market category.

What You’ll Do

  • Own the full sales cycle — from prospecting and qualification through negotiation and close.

  • Develop and execute a territory plan focused on strategic enterprise accounts.

  • Build relationships with key 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 key industry forums.

  • Consistently meet or exceed quarterly and annual sales targets.

What We’re Looking For

  • 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 — able to articulate complex technology to both engineers and executives.

  • Experience selling into Fortune 1000, federal, or regulated industries (finance, healthcare, etc.) a plus.

  • Self-starter mentality — thrives in early-stage environments with high autonomy and evolving GTM processes.

  • Excellent communication, negotiation, and presentation skills.

Nice to Have

  • Network in the cybersecurity, AI, or cloud security ecosystem.

  • Experience building or mentoring early GTM teams (SDRs, SEs, or AEs).

  • Familiarity with CRM tools (Salesforce, HubSpot) and sales enablement platforms.

  • Prior startup experience — you know how to build structure from zero.

Why Join Us

  • Build the foundation of our go-to-market strategy in a new and rapidly growing category.

  • Represent a differentiated, high-impact product solving one of the biggest challenges in AI adoption.

  • 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.

Benefits:

  • Hybrid work environment

  • Competitive salary, health, dental, and vision insurance

  • 401(k) plan

  • Opportunities for professional development and growth

  • Generous vacation policy

Salary range:

$84,500 - $100,000 (The exact salary will be determined based on the selected candidate’s location, qualifications, experience, and relevant skills.)

Frequently Asked Questions

What is the salary for the Regional Sales Director role at witnessai?
The listed salary for this Regional Sales Director position at witnessai is USD 85K–100K. This is a remote FullTime role.
Is the Regional Sales Director job at witnessai remote?
Yes, this Regional Sales Director position at witnessai is remote, with team members based in Remote. You can work from home or anywhere in the supported regions.
Is the Regional Sales Director role at witnessai full-time or part-time?
This is listed as a FullTime position. It is posted as a Regional Sales Director role in the GTM department at witnessai.
Which team or department does the Regional Sales Director at witnessai belong to?
This Regional Sales Director position is part of the GTM department at witnessai. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Regional Sales Director position at witnessai?
Click the "Apply Now" button on this page. You will be redirected to witnessai's official application portal hosted on ashby where you can submit your application directly.
When was the Regional Sales Director job at witnessai posted?
This Regional Sales Director position at witnessai was posted on Sep 25, 2026. Apply as soon as possible — early applications are often reviewed first.
Regional Sales Director
witnessai · 💰 USD 85K–100K
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