VP of North American Sales

Location: Bay Area
Type: Full-time

WitnessAI is an enterprise AI security and compliance platform that helps organizations scale AI safely. It monitors AI usage, detects shadow AI, protects models and chatbots, and enforces policy-driven guardrails, delivering unified visibility, control, and measurable risk reduction across the AI ecosystem.

We’re looking for a Vice President of North America Sales to lead and scale our go-to-market efforts across the U.S. and Canada. This leader will own regional revenue growth, build and mentor a high-performing sales organization, and shape our sales strategy as we expand into the enterprise and mid-market segments.

This is a strategic and hands-on role — ideal for a sales executive who thrives in fast-moving, technical, early-stage environments and knows how to build structure, process, and predictability from the ground up.

• Own the revenue strategy and execution for North America.

• Build, lead, and coach a world-class enterprise and commercial sales team.

• Develop territory and account plans focused on high-value verticals (finance, healthcare, government, tech).

• Partner closely with marketing, product, and sales engineering to refine messaging, GTM motions, and deal enablement.

• Establish and track performance metrics, forecasting accuracy, and pipeline health.

• Personally drive key strategic deals and enterprise relationships.

• Implement scalable sales processes, tools, and training as the team grows.

• Report directly to the CRO, and serve as a key member of the leadership team.

• 10+ years of experience in enterprise software or cybersecurity sales, including 5+ years in leadership roles.

• Proven track record of building and leading high-performing sales teams across multiple regions.

• Strong understanding of security, cloud, and AI/ML technologies and how to position them to technical and executive buyers.

• Demonstrated success selling complex, high-value SaaS or platform solutions into large enterprises.

• Deep network of customer and partner relationships within the North American enterprise ecosystem.

• Data-driven operator with excellent forecasting, pipeline management, and process discipline.

• Startup experience or comfort operating in fast-changing, resource-constrained environments.

• Proven track record of instilling and leveraging various sales methodologies such as MEDDIC, BANT etc

• Experience in AI, MLOps, or cybersecurity markets.

• Prior experience as an early GTM leader at a Series A–C startup.

• Background in building both direct and channel sales models.

• Strong collaboration with marketing and product to co-develop GTM strategy.

• Hybrid work environment

• Competitive salary.

• Health, dental, and vision insurance.

• 401(k) plan.

• Opportunities for professional development and growth.

• Generous vacation policy.

$390,000-$465,000 OTE (Bay Area)