Booker DiMaio

Booker DiMaio

IT modernization and software engineering

Overview

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.

About Booker DiMaio

Simplify's Rating
Why Booker DiMaio is rated
C
Rated C on Competitive Edge
Rated C on Growth Potential
Rated C on Differentiation

Industries

Data & Analytics

Consulting

Enterprise Software

Cybersecurity

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
Aug 4th, 2023
Real-World application examples

Booker DiMaio has partnered with ServiceNow, currently the most effective resource for artificial intelligence (AI) and machine learning.

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