Skyward IT Solutions

Skyward IT Solutions

Federal IT services and modernization

About Skyward IT Solutions

Simplify's Rating
Why Skyward IT Solutions is rated
C
Rated C on Competitive Edge
Rated C on Growth Potential
Rated C on Differentiation

Industries

Data & Analytics

Government & Public Sector

Cybersecurity

AI & Machine Learning

Company Size

51-200

Company Stage

N/A

Total Funding

N/A

Headquarters

Rockville, Maryland

Founded

2013

Overview

Skyward IT Solutions provides federal IT services to modernize U.S. government agencies, including agile software development, AI/ML, data science, and human-centered design. It acts as a prime contractor on federal programs, delivering secure, scalable digital solutions, DevSecOps, data architecture, and AI governance. It differentiates itself as an 8(a) small business with a mission-driven civic-tech focus and Sky Labs, an internal unit for responsible AI adoption. Its goal is to transform federal contracting and civic technology by sharing expertise to benefit society, serving agencies like CMS, SBA, DOT, SEC, and FAA and supporting millions of Americans and small businesses.

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Simplify's Take

What believers are saying

  • Federal AI/ML demand accelerating; Sky Labs positions Skyward as responsible adoption leader.
  • 8(a) set-asides protect Skyward from larger primes until May 2027 certification expiration.
  • Expanded customer base (IRS, VA) and contract vehicles (GSA IT-70/MAS, FAA eFAST) diversify revenue.

What critics are saying

  • 8(a) certification expires May 23, 2027; forces competition with Booz Allen Hamilton.
  • Peraton wins $500M CMS task order March 2026, displacing Skyward from core payment systems.
  • DoD January 2026 ban on commercial LLMs halts AI operationalization for DOT/FAA clients.

What makes Skyward IT Solutions unique

  • 8(a) certified small business with $50B STARS III GWAC prime contractor status.
  • Specialized AI/ML operationalization and LLM integration for federal secure environments.
  • Proven track record across CMS, SBA, DOT, SEC, FAA impacting 65M Americans.

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Benefits

Health Insurance

Dental Insurance

Vision Insurance

Paid Vacation

Paid Sick Leave

Bereavement Leave

Paid Holidays

Life Insurance

Disability Insurance

Health Savings Account/Flexible Spending Account

Remote Work Options

Flexible Work Hours

Parental Leave

Professional Development Budget

Employee Referral Bonus

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Skyward IT Solutions is Hiring for 1 Jobs on Simplify!

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