Senior AI & Cybersecurity Enterprise Sales Director

simspace.com; United States; Remote; USD 200,000 - 220,000; Full time

Benefits offered by this job

Health & Wellness benefits

401(k) retirement plan with company‑匹

Flexible time off

Parental leave

Equity stock options

Referral rewards

Peloton Wellness Program

LinkedIn Learning access

SocialSpace Community reimbursements

Extra perks and legal plan coverage

Job summary

SimSpace, based in the Western United States, is hiring a high‑ownership enterprise seller to lead a small portfolio of strategic AI providers. You will work directly with security, AI, and executive teams to identify consequential use cases, shape evaluations around customer outcomes, and carry opportunities from first conversation through close and expansion.

This role calls for deep account focus, technical curiosity, and strong commercial judgment.

Qualifications

• 7+ years of full‑cycle enterprise sales experience.
• Experience selling cybersecurity, AI infrastructure, cloud, developer platforms, or similarly technical solutions to large organizations.
• Strong executive presence with the ability to engage CISOs, technology leaders, AI teams, and economic buyers.
• Skill in account planning, executive outreach, multi‑threading, discovery, value development, negotiation, and contracting.
• The ability to translate technical and operational detail into a clear business case and buying decision.
• Experience operating independently in an early‑stage or high‑growth company, where priorities move quickly and good judgment matters.
• Curiosity about AI agents, cybersecurity, adversarial testing, security operations, and how organizations evaluate new technology.
• A collaborative, low‑ego working style and a reputation for following through.

Responsibilities

• Own a deliberately small portfolio—approximately 5–8 named accounts with tailored account plans, stakeholder maps, and clear next steps.
• Engage in model building, evaluation and hill-climbing activities alongside strategic model providers
• Build relationships with CISOs and security leaders, AI and engineering leaders, and the management budget owners who can fund the work.
• Lead direct, account‑specific outreach and develop credible introduction paths through customers, executives, and partners.
• Learn how each account is developing and deploying AI agents; identify where security teams need evidence before agents or workflows move into production.
• Turn customer priorities into specific evaluation use cases, such as testing agent behavior, security workflows, tools, and teams against realistic adversarial scenarios.
• Lead negotiations, security and legal reviews, procurement, and contracting through to a signed agreement.
• Protect full‑value positioning and keep the forecast grounded in customer evidence, buying commitments, and a clear path to a decision.
• Ensure a clean transition to Customer Success, support customer outcomes, and identify opportunities for expansion while remaining primary account owner before, during and after closed‑won
• Bring structured customer feedback to Product and company leadership without making unsupported roadmap commitments.

Skills

Enterprise sales

Executive presence

CISO engagement

Negotiation

Contracting

Independent work

AI/cybersecurity knowledge

Job description

SimSpace, based in the Western United States, is hiring a high‑ownership enterprise seller to lead a small portfolio of strategic AI providers. You will work directly with security, AI, and executive teams to identify consequential use cases, shape evaluations around customer outcomes, and carry opportunities from first conversation through close and expansion.

This role calls for deep account focus, technical curiosity, and strong commercial judgment.