Work Here?
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.
About Skyward IT Solutions
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
Get referred to Skyward IT Solutions
See people who can refer or advise you
Simplify's Take
What believers are saying
- SBA awarded Skyward $3.43 million CAFS O&M in March 2025, extending through 2026.
- Its website lists GSA MAS, OASIS+, and FAA eFAST vehicles in 2026.
- PrimeRFP shows 2026 revenue concentration with HHS at $34.4 million and SBA at $21.9 million.
What critics are saying
- Skyward faced a denied CMS protest at GAO in November 2025, signaling adversarial bidding.
- Indeed reviews reported layoffs without notice in 2024, suggesting volatile utilization.
- The CAFS O&M contract ends March 29, 2026, creating near-term revenue rollover risk.
What makes Skyward IT Solutions unique
- Skyward IT Solutions won CMS SEAS IT in March 2024 for AI/ML modernization.
- Its 2026 STARS III recertification extends ordering eligibility through July 1, 2029.
- The GDIT mentor-protégé JV won CMS OEDA support through April 2029.
Help us improve and share your feedback! Did you find this helpful?
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
Skyward IT Solutions is Hiring for 4 Jobs on Simplify!
Find jobs on Simplify and start your career today
About Skyward IT Solutions
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
Skyward IT Solutions is Hiring for 4 Jobs on Simplify!
Find jobs on Simplify and start your career today