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The AI Cowboys and 2026 C2H, LLC have launched Military AI Agents, an artificial intelligence marketplace built for service members, veterans, military spouses and dependents who need help with military paperwork, benefits-related documents and other administrative tasks.
The platform launched May 29 with 450 AI agents across nine categories and 45 mission suites. It includes agents for active duty troops, veterans, spouses and dependents, including tools for performance evaluations, awards, command correspondence, transition documents, VA-related claim support, spouse resumes and PCS-related family issues.
The Companies Behind the Platform
The AI Cowboys was founded in 2024 by Michael J. Pendleton, a former Data Science Director in the Air Force, and works on artificial intelligence, machine learning, cybersecurity, quantum computing and enterprise data tools.
Roger Wong-Won, an Army veteran who serves as The AI Cowboysâ chief marketing officer, is also part of the Military AI Agents launch team. C2H, LLC, also known as Connecting Heads to Hearts, was founded in 2020 and focuses on leadership development, human-domain training and curriculum design. Kirk Alexander, C2Hâs COO and an Air Force veteran, said the partnership brought together technology and leadership development.
âWe werenât looking for problems to solve,â Alexander said. âWeâre trying to solve problems that weâve already experienced as veterans.â
Built for Administrative Work
Pendleton said Military AI Agents grew out of a practical frustration: The military has invested heavily in AI for high-level operations, but many troops still lose time to routine administrative work.
He described fielding evaluation paperwork while deployed and later managing reports, decorations and other documents for hundreds of airmen. The same burden, he said, follows leaders home after the duty day.
âWork never stops,â Pendleton said. âYou wake up with an agenda like, âHey, Iâm going to get some PT inâ or attend a childâs baseball game,â but those plans can disappear when paperwork takes over.
Pendleton said the goal is not to build AI for combat decisions, but to help with the paperwork that service members, veterans and families face in ordinary military life. He said the companies built the platform for âyour everyday soldier, sailor, airman, Marine and guardianâ handling tasks such as PCS documents, decorations, evaluations and training-related paperwork.
How the Agents Work
Military AI Agents is organized as a marketplace, not a single general chatbot. Users select a category, then choose an agent built for a specific task. Alexander described the agents as âpurpose-driven teammatesâ that users can return to when they need to complete repeated tasks such as evaluations, resumes or narratives.
Pendleton said the system uses graph retrieval augmented generation, a method designed to connect AI output to source material instead of relying only on a modelâs general training. The Military AI Agents site describes the agents as âdoctrine-grounded,â with tools tied to military and veterans-related authorities, service instructions and other source materials.
The platformâs stated role is narrower than replacing a commander, benefits counselor or legal adviser. Pendleton said the agents can draft paperwork and point users toward resources, but final review stays with the person using the tool.
âI think itâll get you a good 90% solution, 95% solution,â Pendleton said. âItâs always gonna be on the user to go in there and make those final adjustments.â
Accuracy and Guardrails
Pendleton said the platform has a 99.8% internal accuracy rate, measured through an F1 score, and that the company fine-tunes the model as it ingests new information.
The claim sits against a larger military AI debate. The Defense Departmentâs Task Force Lima executive summary found that generative AI may help with analysis, workflow automation and information retrieval, but it also identified hallucinations, lack of explainability, security vulnerabilities and limited testing methods as technical concerns.
The National Institute of Standards and Technologyâs generative AI risk profile also warns that generative AI can produce false or misleading information and create overreliance risks.
Alexander said that risk was one reason the companies wanted military-specific agents rather than a general assistant. General AI tools, he said, can hallucinate or give answers that sound useful but do not fit the military context.
Security and User Responsibility
Security is central to the companiesâ pitch. The Military AI Agents site says the platform is designed around zero retention, redaction, container-native deployment and federal compliance-oriented architecture.
Pendleton said user information stays on the userâs local machine and described the product as a wrapper that keeps data visible to the user while anonymizing it externally. He still cautioned users against entering information they would not want exposed elsewhere.
The companiesâ disclaimer says Military AI Agents is not affiliated with or endorsed by the Defense Department, any military branch, the VA or any federal agency, and warns users not to enter classified information, controlled unclassified information, sensitive personally identifiable information, protected health information or operationally sensitive data.
What Users Can Expect
The launch materials describe Military AI Agents as âfree foreverâ for service members, families and veterans. Pendleton clarified that the free access does not cover the full marketplace.
âThereâs one free in every category forever.â Users who want broader access would need to upgrade, he said.
Military AI Agents enters the market with a practical promise: helping troops, veterans and families move faster through paperwork that can take time away from work, training and home life.
Its next test will be proving that its agents can keep pace with changing rules, preserve the nuance those tasks often require and remain a tool that supports, rather than substitutes for, human judgment.
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6 Comments
This is very helpful information. Appreciate the detailed analysis.
Solid analysis. Will be watching this space.
Great insights on Defense. Thanks for sharing!
Good point. Watching closely.
I’ve been following this closely. Good to see the latest updates.
Interesting update on New Military AI Platform Helps Troops Cut Paperwork. Looking forward to seeing how this develops.