Executive Assistant and Office Manager

About SimSpace

SimSpace provides a platform for organizations to train, test, and outmaneuver adversaries in realistic environments using AI-driven simulations. Trusted globally by governments, militaries, enterprises, and research institutions, SimSpace offers adaptive cybersecurity readiness by compressing readiness cycles and optimizing security investments. Founded in 2015 by experts from U.S. Cyber Command and MIT Lincoln Laboratory, SimSpace unites training, testing, and validation in a continuous live-fire simulation.

SimSpace emphasizes a human-centered culture focused on continuous learning, curiosity, and professional advancement, supported by in-house training, industry events, and career growth opportunities. The company values diversity and collaborative innovation to create a safer digital ecosystem.

Position Overview

We are seeking a highly organized, proactive Executive Assistant & Office Manager to support the Executive Leadership Team while managing the operations of the Orlando headquarters. Reporting to the CFO, this role combines executive-level administrative assistance with overseeing day-to-day office functions to ensure a professional, efficient, and welcoming environment.

Work Location

This is an in-office role based at the SimSpace headquarters in Orlando, Florida. Regular physical presence is critical for supporting executives, managing office operations, coordinating visitors, and facilitating company events. While some flexibility may exist, remote or primarily hybrid work is not expected.

Key Responsibilities

• Provide administrative support to 8 executives, including managing complex calendars and meetings.
• Arrange domestic and international travel logistics.
• Document meeting minutes and track follow-up tasks.
• Coordinate executive communications with stakeholders.
• Assist with special projects and strategic initiatives.
• Support board meetings, leadership sessions, and executive retreats.
• Oversee daily office management: reception, supplies, equipment, mail, vendors, and vendor relations.
• Ensure conference rooms and office spaces are properly prepared and maintained.
• Organize catering, hospitality, and event logistics.
• Collaborate with building management and maintenance services.
• Plan and execute company-wide meetings, executive events, team celebrations, and employee engagement activities.
• Track executive priorities, project timelines, and cross-department communications.
• Assist administrative projects across Finance, HR, Legal, and Operations departments.

Qualifications

• Minimum 5 years supporting multiple senior executives or leadership teams.
• Experience managing office operations in a professional environment.
• Strong organizational and project management capabilities.
• Exceptional written and verbal communication skills.
• High attention to detail and commitment to confidentiality.
• Advanced skills in Microsoft Office Suite, including Outlook, Word, Excel, and PowerPoint.
• Familiarity with video conferencing tools such as Zoom, Microsoft Teams, and Google Meet.
• Experience coordinating both domestic and international travel arrangements.

Preferred

• Background supporting executives in technology or cybersecurity sectors.
• Experience organizing company events and executive meetings.
• Proven vendor and facilities management experience.

Compensation and Benefits

• Competitive base salary range: $105,000 - $145,000 with potential bonuses based on company and individual performance.
• Comprehensive medical, dental, and vision insurance starting on day one.
• Access to mental health counseling and coaching for employees and families through company-supported programs.
• 401(k) retirement plan with company matching contributions.
• Unlimited flexible paid time off including vacation and health & wellness days.
• Paid parental leave.
• Equity stock options at hire plus performance-based annual grants.
• Employee referral bonuses ranging from $1,500 to $3,500 per successful hire.
• Subsidized Peloton memberships and equipment discounts for wellness.
• Access to professional development through premium learning memberships.
• Monthly reimbursements for team social activities.
• Additional perks such as legal coverage, pet insurance, and wellness reimbursements.

Equal Opportunity and Inclusivity

SimSpace is committed to equal employment opportunities without discrimination based on protected characteristics. The company fosters a diverse, inclusive culture welcoming all qualified individuals, including those with disabilities and criminal histories, and encourages applicants from underrepresented groups to apply.

Employment eligibility verification is required for all hires per federal law. Reasonable accommodations are available during the application process upon request.