Full-Time
Technical AI Requirements Systems Engineer
TS/SCI, Full Scope Poly
Updated on 9/3/2026
Booker DiMaio
1-10 employees
IT modernization and software engineering
No salary listed
No H1B Sponsorship
Annapolis Junction, MD, USA
Hybrid
One remote day per week; otherwise onsite in Annapolis Junction.
US Top Secret Clearance Required
 Software Engineering |
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- Familiarity with software development using Java or JavaScript frameworks, RESTful microservices, and cloud-based architecture and deployment using Amazon Web Services.
- Ability to work directly with customers to elicit, analyze, and document detailed functional requirements and convert them into technical specifications.
- Ability to translate high-level requirements into actionable Jira user stories and epics for development teams.
- Experience conducting functional testing of application features.
- Ability to serve as a key technical liaison while collaborating with system engineers, software developers, and domain experts.
- Ability to present and articulate recommended artificial intelligence approaches and discuss the tradeoffs and implications of different implementations with technical and non-technical stakeholders.
- Awareness of modern artificial intelligence and machine learning advancements and ability to identify practical opportunities to apply emerging capabilities to enterprise applications.
- Support and assist with overseeing the planning, design, and implementation of a mission-critical system.
- Work directly with customers, systems engineers, developers, and artificial intelligence solution stakeholders to ensure mission-driven software capabilities are accurately defined, built, tested, and delivered.
- Engage tactically with the development team and collaborate closely with stakeholders throughout Agile delivery and the development lifecycle.
- Perform hands-on technical execution, low-level requirements definition, and functional validation of new features for an enterprise application integrating artificial intelligence-enabled capabilities.
- Experience designing or refining technical artifacts specifically for artificial intelligence integration.
- Ability to evaluate artificial intelligence architectures, assess model performance, and identify system-level integration tradeoffs.
- Ability to coordinate the design and development of artificial intelligence-driven solutions from conception to deployment while ensuring seamless integration with the existing software architecture.
- Knowledge of the latest advancements in artificial intelligence and machine learning, with the ability to identify opportunities to apply new technologies and methodologies to improve existing systems and solve complex problems.
Booker DiMaio helps government and national security clients modernize their technology with engineering and software transformation services. Its offerings span end-to-end tech services and a reseller-enabled portfolio from AWS, Microsoft Azure, FedRAMP Cloud Solutions, and SecuLore, combining cloud, analytics, DevSecOps, cybersecurity, and IT modernization delivered by cross-functional teams focused on mission needs and regulatory compliance. The company differentiates itself by assigning dedicated, project-specific teams with 90+ years of combined experience, a broad end-to-end solutions set, and a proven emphasis on user experience and compliance. Its goal is to help defense, intelligence, and civilian customers transform operations through practical, compliant, and effective software and infrastructure solutions.
Company Size
1-10
Company Stage
N/A
Total Funding
N/A
Headquarters
Sykesville, Maryland
Founded
2010
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Simplify's Take
What believers are saying
- A December 31, 2025 Army purchase order added CYBER TRAINING PLATFORM revenue.
- LinkedIn shows 1,143 followers, giving Booker DiMaio a visible recruiting and sales channel.
- ServiceNow's 2026 partner ecosystem keeps Booker DiMaio aligned with active enterprise AI demand.
What critics are saying
- Booker DiMaio remains tiny, with PitchBook showing 11 employees and fragile execution capacity.
- Federal obligations totaled $3.98 million across four awards, limiting revenue diversification.
- A contract lapse after August 2026 would hit cash flow and hiring immediately.
What makes Booker DiMaio unique
- Sean Booker runs a 11-50 person Maryland engineering firm founded in 2010.
- Booker DiMaio holds a ServiceNow partnership and markets enterprise AI workflow implementations.
- The firm won SeaPort NxG and GSA vehicles, supporting federal access.
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Benefits
Remote Work Options
Company News
Booker DiMaio has partnered with ServiceNow, currently the most effective resource for artificial intelligence (AI) and machine learning.