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 focused on building our culture and mindfully enhancing our atmosphere every day, guided by an integral value system. Our governing philosophy of being Human Centered is deeply embedded within our value system and applied to every team member, client, and their customers.

SimSpace fosters a culture of continuous learning, curiosity, and professional growth through in-house training, learning platforms, cyber conferences, industry events, and dedicated time for skill development. Our people are empowered to shape their careers, reflected in our consistent outperformance of industry benchmarks in internal mobility, promotions, and total rewards growth.

Who Thrives Here?

We are a team of innovators, protectors, and problem-solvers who believe diversity of thought and experience fuels better solutions. Committed to building teams that reflect the communities we serve, we collaborate across departments and time zones—whether remote or office-based—united by the mission to create a safer digital world.

Responsibilities

• Executive Support
  • Provide administrative support to the Executive Leadership Team (8 executives).
  • Manage complex calendars, scheduling, and meeting logistics.
  • Coordinate 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.

Requirements

• 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 Qualifications

• Experience supporting executives in a technology or cybersecurity company.
• Experience planning company events and executive meetings.
• Experience working with vendors and facilities management.

Work Location

This is an in-office position based at SimSpace's corporate headquarters in Orlando, Florida. Regular in-office presence is an essential requirement of this role 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, but this is not a remote or primarily hybrid position.

Benefits

• Compensation: Base salary range of $105,000 - $145,000, with opportunities for bonuses tied to company performance and individual contributions.
• Health & Wellness: Comprehensive medical, dental, and vision benefits starting on day one, plus savings plans.
• Mental Health Support: Company-paid counseling, coaching, and resources for you and your family through Spring Health.
• Financial Well-Being: 401(k) retirement savings plan with company match.
• Flexible Time Off: Unlimited vacation and dedicated health & wellness days.
• Parental Leave: Paid leave plans to support you during life’s important moments.
• Ownership Opportunities: Equity stock options at hire, with annual performance-based grants.
• 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.
• Continuous Learning: LinkedIn Learning membership for 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.