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Regional Sales Director

Witness AIRemoteGTM
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Salary
$84,500 - $100K USD
Job type
Full-time
Work mode
Remote
Posted
25 Sept 2026
Status
Open · checked 7d ago

About this role

WitnessAI is seeking a Regional Sales Director to drive revenue growth and secure enterprise accounts for an innovative AI security platform. This full-time position operates remotely with a focus on the Boston and Northeast territory, making it an ideal opportunity for an experienced enterprise sales professional looking to shape early-stage go-to-market strategies.

Role Overview

As a Regional Sales Director, the individual will lead full-cycle sales efforts from initial prospecting to final contract negotiations. This role requires collaborating closely with marketing, solutions engineering, and product groups to deliver impactful value-driven conversations with IT, AI, and security executives. Operating in an early-stage environment, the professional will help refine the sales playbook while positioning the cutting-edge enterprise platform in a fast-changing market.

Key Responsibilities

Manage the entire sales cycle, encompassing prospecting, qualification, negotiation, and closing.
Formulate and execute comprehensive territory plans targeting strategic enterprise accounts.
Establish lasting relationships with decision-makers across security, IT, and data science departments.
Coordinate with marketing and sales development representatives to build and maintain a strong pipeline.
Partner with sales engineering to scope technical needs and execute product demonstrations.
Share direct customer feedback with the product team to help shape the future roadmap.
Represent the organization at industry conferences, events, and key forums.
Achieve or surpass quarterly and annual revenue targets consistently.

Requirements

Minimum of 7 years of enterprise sales background, ideally within SaaS, cybersecurity, or AI/ML infrastructure.
Demonstrated success in closing six- and seven-figure transactions with technical and business leaders.
Familiarity with cloud infrastructure, security architectures, or AI/ML workflows.
High technical curiosity with the ability to explain complex concepts to engineers and executives alike.
Independent self-starter approach suited for early-stage settings with high autonomy.
Strong negotiation, communication, and presentation capabilities.
Experience selling into regulated sectors, federal agencies, or Fortune 1000 enterprises is considered a plus.

Nice to Have

Existing network within the cloud security, AI, or cybersecurity sectors.
Background in mentoring or building early go-to-market teams like account executives, sales engineers, or SDRs.
Knowledge of sales enablement platforms and CRM solutions such as Salesforce or HubSpot.
Previous startup experience in creating structure from the ground up.

Skills and Tools

Enterprise sales and pipeline development
Full sales cycle management
Technical presentations and product scoping
CRM software and sales enablement platforms
Cross-functional collaboration with marketing and product teams

Salary and Benefits

The salary range for this position is $84,500 to $100,000, with the exact compensation determined by the chosen candidate's location, qualifications, experience, and relevant skills. Additional benefits include a hybrid work arrangement, competitive health, dental, and vision insurance, a 401(k) plan, professional development opportunities, and a generous vacation policy.

About the Company

WitnessAI is a rapidly expanding AI security startup focused on empowering enterprises to utilize generative artificial intelligence safely. The cutting-edge platform allows organizations to innovate without sacrificing security, privacy, or control. The company features a collaborative, transparent, and mission-driven culture backed by premier investors in enterprise software, cybersecurity, and artificial intelligence.

How to Apply

Interested candidates should visit the official company careers page on the WitnessAI website to submit an application for this remote Regional Sales Director position.

Questions candidates ask

What are the primary responsibilities of the Regional Sales Director?

The Regional Sales Director owns the full sales cycle from prospecting to close, builds territory plans, establishes relationships with key decision-makers, partners with marketing and sales engineering, and meets or exceeds sales targets.

How many years of experience are required for this role?

Candidates must have at least 7 years of enterprise sales experience, ideally in SaaS, AI/ML infrastructure, or cybersecurity.

What is the salary range for the Regional Sales Director?

The salary range is between $84,500 and $100,000, determined by qualifications, experience, location, and relevant skills.

Is this position remote?

Yes, this is a remote role with a focus on the Boston and Northeast territory, featuring a hybrid work environment.

What benefits are included with the job?

Benefits include competitive salary, health, dental, and vision insurance, a 401(k) plan, professional development opportunities, and a generous vacation policy.

How do I apply for the position?

Candidates can apply directly on the official company careers page.

Ready to apply?

The application is on the official Witness AI careers page.

Apply on company site