Senior Named Account Sales Director, AI & Enterprise

The weaponization of AI is driving a paradigm shift in the cyber security industry from proactive to preemptive security: clients must now invest more intelligence and effort in understanding their vulnerabilities before their adversaries do (Open AI). The only way to achieve this is to simulate future attack scenarios at scale, and to run them in high fidelity digital replicas of production environments (Gartner/Forrester). SimSpace serves as the AI Proving Grounds to generate hypersynthetic data which pressure tests controls, tools, teams, and agentic capabilities in full kill chain attacks hidden in realistic environmental traffic and patterns of life.

Founded in 2015 by experts from U.S. Cyber Command and MIT Lincoln Laboratory, the platform was initially conceived to assist in Offensive Cyber Operations (OCO), to quickly replicate target environments to conduct mission rehearsal of human operators and their tools to deny (disrupt, degrade, destroy) or deceive (manipulate or exfiltrate data) adversaries. The company has since expanded to serve over a dozen allied governments in OCO/DCO as well as critical infrastructure enterprises around the world. The company is actively investing in the Americas, Asia Pacific, Europe and the Middle East through direct sales and channel partners. SimSpace has launched the AI Proving Grounds Consortium, leading the revolution by creating an open platform for the InfoSec ecosystem to train, validate and operationalize their agentic capabilities before committing to production.

Why join SimSpace?

We are a team united by a shared purpose and four core values: Serve to Protect, Acquire Understanding, Teamwork without Borders, and Operate as Innovators. We value candid, constructive feedback and create opportunities for personal, professional, and financial growth. Our vision, “Defend the Free World,” drives our mission: “Defeat Any Adversary in Any Cyber Terrain at Machine Speed.”

How Do We Work?

We listen to customers and colleagues, challenge assumptions, and turn ideas into meaningful results. We expect everyone to embrace emerging technologies, simplify and automate work, and use AI to learn, solve problems, and help deliver quality with speed. We apply human judgment and take responsibility for outcomes. Whether remote or office-based, we collaborate across teams and time zones.

We invite you to apply today!

The opportunity

SimSpace is building the AI Proving Grounds: a destructive-safe, non-production environment where organizations evaluate AI agents, tools, teams, and processes before deployment—and continue testing as they evolve.

We’re hiring a high-ownership enterprise seller to lead a small portfolio of strategic AI providers and selected AI-leading enterprises. 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. You’ll spend your time building executive access and advancing a small number of important accounts.

What you’ll do

• 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.

• Work with Sales Engineering, Field CISO, Product, and Professional Services to shape the right technical and commercial approach.

• Lead structured what-if workshops that surface current, consequential problems and produce written value hypotheses with the right customer stakeholders.

• Recommend a Proof of Value only when the management budget owner is engaged, success criteria are agreed, and the decision and procurement paths are understood.

• 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.

What success looks like

• Each assigned account has an actionable plan, a current stakeholder map, and a clear view of its AI initiatives, security priorities, budget ownership, and decision path.

• Customer conversations progress from general interest to a validated use case with an accountable owner and a fundable initiative.

• Workshops end with written value hypotheses and an agreed next step—or a clear decision to stop pursuing the opportunity.

• Proofs of Value have customer-agreed success criteria, an engaged budget owner, a defined timebox, and a scheduled decision meeting.

• You create and close meaningful enterprise revenue while maintaining forecast accuracy and pricing discipline.

• Customers adopt the capability and can describe the operational value it provides.

What you’ll bring

• 7+ years of full-cycle enterprise sales experience, with a track record of personally creating and closing complex technical opportunities.

• 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.

• Comfort working with technical teams to understand customer environments, use cases, evaluation needs, and deployment constraints.

• A disciplined approach to qualification: you can distinguish a current, owned, fundable problem from curiosity or general interest.

• 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.

Helpful experience

• Selling to strategic AI providers, AI labs, hyperscalers, or Fortune 100 technology and enterprise organizations.

• Working with AI evaluation, AI security, red teaming, purple teaming, SOC modernization, cyber operations, or simulation.

• Building executive relationships through partners, customer referrals, or an established network in AI or cybersecurity.

Location

Must be based in the Western United States and able to travel for customer and company meetings.

We’re proud to offer a competitive and comprehensive package designed to support your well-being, growth, and success:

• Compensation. Base salary range: $200,000 - $220,000 reflecting our confidence in your expertise and impact, with the opportunity for commission tied to company performance and individual contributions.

• Health & Wellness. Comprehensive medical, dental, and vision benefits, plus savings plans—coverage starts on day one!

• Mental Health Support. Access to company-paid counseling, coaching, and resources for you and your family through Spring Health.

• Financial Well-Being. Plan for your future with a 401(k)-retirement savings plan featuring a company match.

• Flexible Time Off. Take the time you need with unlimited vacation and dedicated health & wellness days. SimSpace provides flexible solutions to meet the diverse work-life needs of team members.

• Parental Leave. Paid leave plans to support you and your loved ones during life’s most important moments.

• Ownership Opportunities. Equity stock options at hire, with annual performance-based grants—become an invested stakeholder in our shared success.

• Referral Rewards. Earn $1,500–$3,500 for every qualified hire through our employee referral program.

• Peloton Interactive Wellness Program. Full- and partial-subsidized membership plans and equipment discounts to help you reach your personalized fitness goals.

• Continuous Learning. Access a LinkedIn Learning membership to prioritize your personal and professional development.

• Social Connections. Monthly reimbursements for meaningful connections with teammates through our SocialSpace Community.

• Extra Perks. Legal plan coverage, pet insurance, wellness reimbursements, and more to simplify life’s details.

SimSpace is an Equal Opportunity Employer:

In compliance with federal law, all persons hired will be required to verify identity and eligibility to work in the United States and to complete the required employment eligibility verification document form upon hire.

SimSpace is an Equal Opportunity Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, pregnancy, genetic information, disability, status as a protected veteran, or any other protected category under applicable federal, state, and local laws. We are committed to providing an inclusive and welcoming environment for all members of our staff, clients, volunteers, subcontractors, vendors, and clients.

Research shows that women and people from underrepresented groups only apply to jobs if they meet all of the qualifications. However, no one ever meets 100% of the qualifications. SimSpace encourages you to break that statistic and to apply. We look forward to your application!

We also consider qualified applicants regardless of criminal histories, in accordance with applicable law. We are committed to providing reasonable accommodations for qualified individuals with disabilities in our job application procedures. If you need assistance or accommodation due to a disability, please contact careers@simspace.com.

SimSpace does not accept unsolicited resumes from employment agencies.

Actual compensation for the position is based on a variety of factors, including, but not limited to affordability, skills, qualifications and experience, and may vary from the range.