Executive Assistant & Office Manager

SimSpace serves as an AI Proving Ground where organizations can confidently train, test, and outmaneuver adversaries in any environment. Trusted by allied governments, militaries, enterprises, and research institutions worldwide, SimSpace enables adaptive, AI-ready defenses that stay ahead of evolving threats. Founded in 2015 by experts from U.S. Cyber Command and MIT Lincoln Laboratory, the platform unifies training, testing, and validation in a realistic, live-fire simulation—helping teams evaluate security investments, optimize performance, and compress cyber readiness cycles from months to days.

Why join SimSpace? We are an organization that is focused on building our culture and mindfully enhancing our atmosphere every day which is why we have collaborated on an integral value system. Our governing philosophy of being Human Centered is deeply embedded within our value system. We apply this philosophy to every one of our internal team members, external clients, and their customers.

How Do We Work? We believe that people are at the center of everything we do. SimSpace fosters a culture of continuous learning, curiosity, and professional growth. That belief shows up in action: in-house training, internal and external learning platforms, cyber conferences, industry events, and dedicated time for skill development. Our people are empowered to shape their careers - and it shows. Year over year, SimSpace consistently outperforms industry benchmarks in internal mobility, promotions, and total rewards growth.

Who Thrives Here? We are a team of innovators, protectors, and problem-solvers. We believe diversity of thought and experience fuels better solutions, and we’re committed to building teams that reflect the communities we serve. Whether you’re remote or office-based, you’ll collaborate with talented colleagues across departments and time zones, united by the mission to create a safer digital world.

We invite you to apply today!

Position Summary

SimSpace is seeking a highly organized, proactive, and service-oriented Executive Assistant & Office Manager to support our Executive Leadership Team while overseeing the daily operations of our Orlando headquarters.

Reporting to the Chief Financial Officer, this role provides administrative and operational support to the Executive Leadership Team, including calendar management, meeting coordination, travel planning, company events, and cross-functional initiatives. The position also oversees the day-to-day operation of the headquarters, ensuring a professional, efficient, and welcoming environment for employees, customers, partners, and visitors.

This individual serves as a trusted partner to the 8 members of the executive team, balancing executive support with office operations in a fast-paced, high-growth cybersecurity company.

Work Location

Location: Orlando, Florida (Headquarters)

This is an in-office position based at SimSpace's corporate headquarters in Orlando.

Regular in-office presence is an essential requirement of this role. The Executive Assistant & Office Manager is expected to work from the office on a regular basis, as determined by business needs, to effectively support the Executive Leadership Team, manage office operations, coordinate customer and partner visits, and facilitate company meetings and events. Occasional flexibility may be available; however, this is not a remote or primarily hybrid position.

Key Responsibilities

Executive Support

• Provide administrative support to the Executive Leadership Team (8 executives).

• Manage complex calendars, scheduling, and meeting logistics.

• Coordinate, as required, domestic and international travel arrangements.

• Record meeting minutes and track follow-up action items.

• Coordinate executive communications with internal and external stakeholders.

• Assist executives with special projects and strategic initiatives.

• Support Board meetings, leadership meetings, and executive off-sites as needed.

Office Operations

• Manage the daily operation of the Orlando office.

• Welcome employees, customers, candidates, and visitors.

• Ensure conference rooms are fully prepared for meetings.

• Coordinate office supplies, kitchen inventory, and office equipment.

• Manage incoming mail, deliveries, and vendor relationships.

• Coordinate lunch, catering, and hospitality for meetings and visitors.

• Work with building management, cleaning services, and maintenance vendors.

• Maintain a clean, organized, and professional office environment.

Meetings & Events

• Plan and coordinate company-wide All Hands meetings.

• Coordinate executive meetings and customer events.

• Manage invitations, RSVPs, room setup, and A/V requirements.

• Coordinate team events, celebrations, and employee engagement activities.

Project Coordination

• Track executive priorities and project timelines.

• Coordinate communication across departments.

• Organize project documentation and follow-up activities.

• Assist with administrative projects across Finance, HR, Legal, and Operations.

Qualifications

Required

• 5+ years supporting multiple senior executives or executive leadership teams.

• Experience supporting several executives simultaneously.

• Experience managing office operations in a professional environment.

• Excellent organizational and project management skills.

• Outstanding written and verbal communication skills.

• Strong attention to detail and ability to maintain confidentiality.

• Advanced proficiency with Microsoft Office (Outlook, Word, Excel, PowerPoint).

• Experience with Zoom, Microsoft Teams, Google Meet, and conference room technology.

• Experience coordinating domestic and international travel.

Preferred

• Experience supporting executives in a technology or cybersecurity company.

• Experience planning company events and executive meetings.

• Experience working with vendors and facilities management.

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

  • Compensation. Base salary range: $105,000 - $145,000 reflecting our confidence in your expertise and impact, with the opportunity for bonuses 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.

  Join SimSpace and enjoy benefits that enhance your career, health, and happiness!

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.