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VP of Sales

Job not on LinkedIn

🔥 0 minutes ago

🇺🇸 United States – Remote

💵 $225k - $250k / year

⏰ Full Time

🔴 Lead

🤑 Sales

Where this job comes from

Posted on Gray Swan's careers page, not through a job board

First seen by Remote Rocketship 0 minutes ago

Logo of Gray Swan

Gray Swan

11 - 50 employees

Founded 2023

🤖 Artificial Intelligence

🔒 Cybersecurity

☁️ SaaS

Artificial Intelligence • Cybersecurity • SaaS

Gray Swan is an AI security company that builds a research-backed platform to protect AI deployments across the entire lifecycle, offering input/output filtering, continuous monitoring, automated vulnerability testing, and enterprise-focused red-teaming services. The company combines frontier research, benchmarks, and large-scale red-team competitions to discover emerging attacks and deliver adaptive, integrable protections for AI agents, models, and connected tools. Gray Swan’s products and services are aimed at enterprises, AI labs, and security researchers seeking pre-deployment assessments, post-deployment monitoring, and compliance-ready defenses.

📋 Description

• Own new ARR and the overall bookings target • Deliver accurate weekly and quarterly forecasts • Personally lead and close strategic enterprise deals while the team ramps • Partner with the broader GTM team on renewals and net revenue retention • Structure territories and target accounts • Partner with Marketing on ICP, buyer personas, messaging, and lead-to-opportunity handoffs • Collaborate with partner teams across channel, services, technology alliances, and cloud marketplaces including AWS, Azure, and GCP • Set pipeline coverage targets and conversion benchmarks by stage • Manage existing sellers and plan team growth over the next 12–18 months • Recruit and close high-performing account executives • Define territories, quotas, and compensation plans • Create onboarding, enablement, and coaching programs with GTM operations • Build a high-performance, accountable, and inclusive sales culture • Improve and document scalable sales processes and methodology • Refine and automate dashboards and forecasting • Refine ICP and segmentation using win/loss and other data • Feed field insight back to Product and Marketing to shape roadmap and positioning

🎯 Requirements

• 10+ years of B2B SaaS enterprise sales experience, with 3+ years leading sales teams • Record of hitting or beating targets at an early-stage company, ideally growing ARR from roughly $1–5M to $20M+ • Hands-on enterprise selling experience, including personally closing 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 • Experience with HubSpot • Strong network across security and AI buyers, channel partners, and sales talent, with a focus on North America • Comfort with ambiguity and building new sales functions • Ability to clearly communicate with leadership and cross-functional peers, backed by data • Familiarity with AI security and safety and the rapidly evolving AI landscape (nice to have) • Early sales leadership experience at a security startup that scaled from early stage to an exit (nice to have)

🏖️ Benefits

• Meaningful equity participation • Flexible location within the United States • Opportunity for outsized earnings driven by high inbound interest and large deal sizes • 401k with up to 4% matching • 28 days annual leave (vacation + holidays) • Health, dental, and vision coverage • Catered lunches (Pittsburgh office) • Flexible work arrangements

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