The Strategic Advisor serves as a senior counselor and trusted thought partner to the Chief Executive Officer, providing high level strategic insight and executive advisory support on external relationships, long-range growth planning, and market positioning. This role focuses heavily on strengthening the organization’s presence within HUD, federal housing entities, and financial regulatory agencies, as well as across broader government and industry networks. Acting as a seasoned advisor rather than an operational manager, this position brings deep industry knowledge, established executive relationships, and strategic foresight to help advance the company’s long-term growth objectives. The Strategic Advisor works directly with the CEO to identify emerging opportunities, expand the organization’s federal and industry footprint, and enhance executive-level engagement with priority agencies, partners, and institutions. 

• Serve as a strategic advisor and senior thought partner to the CEO on market trends, competitive positioning, and long-term strategic growth.  

• Support and guide the CEO’s efforts to cultivate, expand, and strengthen high-level relationships with federal agencies including HUD and key financial regulatory institutions.  

• Leverage an established executive network to facilitate strategic introductions, relationship development, executive briefings, and market engagement.  

• Provide high-level insight into federal priorities, regulatory trends, budget environments, and policy developments affecting the company’s strategic direction and growth trajectory.  

• Assist the CEO in identifying and evaluating strategic partnerships, alliances, and collaboration opportunities across housing, finance, regulatory, and government sectors.  

• Participate in or represent the CEO during select high-level meetings, industry forums, and strategic engagements as appropriate.  

• Advise on executive-level positioning of the company’s capabilities, solutions, and value proposition within key federal and regulatory markets.  

• Provide strategic guidance on long-term market planning, competitive positioning, and executive engagement strategies.  

• Collaborate with the executive leadership team to ensure strategic insights and relationship development efforts align with overall corporate objectives.  

• Support special strategic initiatives and CEO-directed priorities related to growth, market expansion, or government engagement. 

 

Knowledge/Skills/Abilities: Initial:   

• Deep understanding of the federal government ecosystem, with emphasis on housing, financial regulatory, and federal financial services agencies.  

• Well-established credibility and senior-level relationships within government leadership circles and/or financial regulatory institutions.  

• Strong executive presence with the ability to navigate high level discussions and cultivate trusted relationships.  

• Exceptional strategic thinking, judgment, and advisory capabilities.  

• Outstanding communication, interpersonal, and influence skills, particularly within executive and policy environments.  

• Ability to operate effectively as a trusted advisor without formal supervisory authority. 

 

• U.S. Citizenship required.
• Demonstrated record of engagement with senior federal officials, policy executives, or industry Csuite leaders.  
• Proven history supporting strategic growth initiatives, executive relationship development, or government market expansion. 
• At least 18 years of experience with a Masters degree or at least 20 years of experience with a Bachelors degree or equivalent.   

The below listed pay range for this position is not a guarantee of compensation or salary. The final offered salary will be influenced by a host of factors including, but not limited to, geographic location, Federal Government contract labor categories and contract wage rates, relevant prior work experience, specific skills and competencies, education, and certifications. Our employees value the flexibility at Pyramid Systems that allows them to balance quality work and their personal lives. We offer competitive compensation, benefits, to include our Employee Stock Ownership Program, FlexPTO, and learning and development opportunities.

USD $208,624.00/Yr.

USD $282,256.00/Yr.

Pyramid Systems, Inc. is an award-winning, technology leader, driving digital transformation across federal agencies. We empower forward-thinking innovations, accelerate production-ready software, and deliver secure solutions so federal agencies can meet their mission goals. Voted a Top Workplace, both regionally (Washington, DC) and Nationally (USA) the past 2 years (2023 and 2024) based on the feedback from our employees, we are headquartered in Fairfax, VA. and have a growing national footprint. We value and promote our Flexible Workplace approach because of the positive impacts it has on work-life integration. We remain committed to ensuring every employee’s voice is heard, performance and results are recognized and rewarded, development and advancement is a focus, and diversity, equity and inclusion is a company priority. We offer competitive compensation and benefits (including a recently launched Employee Stock Ownership Plan - ESOP), a robust performance-based rewards program, and we know how to have fun! Our people and culture have endured and delivered for our clients for nearly three decades.

Pyramid Systems, Inc. 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, or protected veteran status and will not be discriminated against on the basis of disability.