Welcome to Trilogy Innovations. We are a team of dedicated professionals committed to delivering innovative technology solutions that support complex enterprise and government systems. At Trilogy, we believe great work begins with great people.

Our environment encourages collaboration, continuous learning, and a shared commitment to quality and excellence. If you are looking for a place where your skills are valued, your ideas matter, and your work contributes to meaningful solutions, Trilogy offers the opportunity to build a rewarding career while making a real impact.

Benefits & Perks

At Trilogy Innovations, we believe our people are our greatest strength. Our benefits program is designed to support your health, financial wellbeing, and work life balance.

Our benefits include:

Medical coverage through Highmark Blue Cross Blue Shield
Dental and vision coverage fully paid for employees and families
401(k) retirement plan with a 100% company match up to 5%
Company paid life insurance and disability coverage
Health Savings Account options
Optional supplemental insurance through Aflac
11 paid company holidays each year
Paid Time Off

Growth Path & Career Development

We support employees in building their careers through ongoing learning, expanding responsibility, and leadership opportunities.

Continuous Learning | Employees gain experience through mentorship, knowledge sharing, and hands-on work with modern technologies and complex enterprise systems.

Career Progression | As Trilogy grows, new opportunities emerge across technical, operational, and leadership roles.

Expanding Responsibility | Team members are encouraged to take ownership of their work, collaborate across teams, and contribute to meaningful projects.

Training & Certifications | We support professional development by helping employees pursue training and industry certifications that strengthen their skills.

Leadership Development | Employees interested in leadership have opportunities to mentor others, lead initiatives, and contribute to strategic efforts across the organization.

Senior Executive Assistant

Remote

Full Time

Executive

Experienced

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.

Who you are

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.

What we are looking for:

Must have proven experience supporting a President, CEO, or senior executive

Prior experience supporting executives in the government contracting or federal contracting environment or experience supporting a President, CEO, or senior executive of a large corporation

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

What you will do:

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 escalate

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.

What you Bring

We require:

Must have minimum of 5 years of experience in an executive assistant role, supporting C-level executives

Bachelor's degree in business administration, communications or related field

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

Nice to have:

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

Work Environment:

Remote based in DC, MD, or VA

Occasional travel required to support
May require flexibility in working hours to accommodate the CEO’s schedule

Compensation and Benefits:

Salary range: $75,000 - $92,000

Competitive salary based on experience
Performance bonus eligibility
401k with company match
Medical, dental, and vision coverage
Life and disability insurance
Health Savings Account
Professional development programs
Employee referral bonus program

Why Trilogy Innovations
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 employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training.

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