Senior Executive Assistant

About Trilogy Innovations

At Trilogy Innovations, we are committed to driving meaningful change for our customers and communities through smart, innovative technology that solves real problems. As a growing systems and software engineering company, we partner across public and private sectors to modernize enterprise systems, strengthen security, and deliver high value solutions. We are scaling with purpose, investing in our people, processes, and platforms as we expand.

We work hard, think creatively, and value every perspective as we push boundaries and build systems that matter.

We are looking for an Executive Assistant who enjoys being the calm, steady presence behind a busy President of a company. This role is about partnership, trust, and keeping things moving. You will help the President of our company stay focused, organized, and prepared, while bringing clarity and follow through to a fast-paced environment.

We are looking for someone who sets the bar for professionalism, shows up with confidence and discretion, and takes pride in doing things the right way every time.

• Must have proven experience supporting a President, CEO, or senior executive
• Prior experience supporting executives in the government contracting or federal contracting environment
• Exceptional organizational skills with strong attention to detail and follow through
• Clear, concise, and executive level written and verbal communication skills
• Strong judgment and the ability to operate independently with minimal direction
• Ability to manage multiple priorities in a fast paced, high trust environment
• High level of professionalism, discretion, and executive presence
• Proficiency with Microsoft 365 and modern collaboration tools

• Serve as the primary administrative and strategic partner to the President, managing complex calendars, priorities, and daily logistics
• Act as a gatekeeper and trusted advisor, helping protect the President’s time and focus
• Anticipate needs, identify conflicts, and proactively resolve issues before they escalates
• Coordinate meetings end to end, including agenda preparation, briefing materials, action item tracking, and follow through
• Manage communications on behalf of the President with professionalism, discretion, and sound judgment
• Handle highly sensitive and confidential information with absolute integrity
• Support preparation for board meetings, executive leadership sessions, and high priority initiatives
• Coordinate travel, expenses, and scheduling with precision and attention to detail
• Partner closely with senior leaders and cross functional teams to ensure alignment and clear communication
• Identify opportunities to improve processes and enhance executive and organizational effectiveness.

• Must have minimum of 5 years of experience in an executive assistant role, supporting C-level executives
• Exceptional organizational skills with strong attention to detail and follow through
• Clear, concise, and executive level written and verbal communication skills
• Strong judgment and the ability to operate independently with minimal direction
• Ability to manage multiple priorities in a fast paced, high trust environment
• High level of professionalism, discretion, and executive presence
• Proficiency with Microsoft 365, Google Workspace, and modern collaboration tools

• Master's degree in business administration, communications or related field
• Experience supporting board of directors' meetings and executive leadership teams
• Background in a growing or fast-moving organization
• Experience working with senior leaders across multiple departments
• Strong problem-solving skills and a proactive, anticipatory working style
• Type of Work:
  Remote in DC, MD or VA
• Occasional travel required to support.
• May require flexibility in working hours to accommodate the President's schedule.

At Trilogy Innovations, we believe strong teams build meaningful solutions. We deliver high quality systems and software engineering services across public and private sectors, supporting complex and mission critical environments with integrity, collaboration, and care.

Since 2010, our talented team has partnered with organizations such as the FBI, U.S. Air Force, NASA, Department of Education, Department of Energy, DHS, SOCOM, and leading private sector clients. We are known for combining technical excellence with a thoughtful, people first approach.

At Trilogy, you will work alongside smart, committed professionals in a supportive, learning oriented environment. We value innovation, accountability, and continuous growth, and we encourage our people to bring both expertise and humanity to the work they do.

If you are looking to contribute to impactful work while growing your skills in a collaborative and forward-thinking organization, Trilogy Innovations is a place where you can do just that.

Trilogy Innovations, Inc. provides equal employment opportunities to all employees and applicants for…