# VP of Sales at Grayswan

- Company: Grayswan
- What the company does: Gray Swan provides enterprise-grade security solutions for LLMs, developed by the pioneers of AI vulnerability research. Deploy AI with confidence using just two lines of code. Backed by Madrona.
- Company website: https://grayswan.ai/
- Type: Startups (AI role)
- Level: Principal and up
- Location: Remote (U.S. Only)
- Work setup: Remote
- Pay: $225K to $250K base salary per year (USD)
- Posted: 2026-10-31
- Apply by: 2026-12-15
- Apply: https://jobs.ashbyhq.com/Gray%20Swan%20AI/8789a984-cc47-425c-b5db-048690f887f6?utm_source=1752vc&utm_medium=careers
- Page: https://www.1752.vc/careers/jobs/grayswan-vp-of-sales/

## About the role

We’re hiring a VP of Sales to join our growing GTM team and help us build a best-in-class enterprise sales org that drives predictable and scalable growth. You'll own the number, build qualified pipeline, grow and lead our sales team, and be directly involved in key strategic opportunities. This is a build role. You'll be hands-on in deals early on while designing the team, process, and systems that carry us through our next iteration of growth. Found on 1752vc Careers, the job board for startup and VC roles.

## What they're looking for

- 10+ years of B2B SaaS enterprise sales experience, with 3+ years leading sales teams
- A record of hitting or beating targets at an early-stage company, ideally growing ARR from roughly $1–5M to $20M+
- Hands-on enterprise selling: you've personally closed complex six- or seven-figure deals with long cycles, technical evaluations, and procurement and security reviews
- Experience building sales process, forecasting, comp plans, and a CRM-driven operating rhythm (we use HubSpot)
- A strong network across security and AI buyers, channel partners, and sales talent, with a focus on North America
- Comfort with ambiguity: you're energized by building, not just managing an existing machine

Tags: Sales

Source: 1752vc Careers, https://www.1752.vc/careers/jobs/grayswan-vp-of-sales/