AI systems built for the work your business cannot afford to drop.
CHICAGOLAND - BUILT FOR SMALL & MID SIZE BUSINESS
Custom applications, secure knowledge systems, revenue workflows, and fractional AI leadership—from a builder with 25 years of enterprise operating experience.
Strategy credibility.
Builder proximity.
Boots On The Ground AI is led by Damara Carlentine, a production-minded AI founder with 25 years in technology and operations—including leading conversational AI work at McDonald's scale.
The difference is practical: she can sell the pain, design the system, build the product, document the proof, and govern the risk. The learning has not stopped; the work continues roughly 60 hours every week.
These are working systems.
Not concept screens.
Real interfaces from Boots-built applications: multi-agent business onboarding, conversational intake, and notes-to-proposal generation.
Architecture you can inspect.
Seeing Is Believing.
HOW AN ENGAGEMENT WORKS
Discover. Prove. Harden. Expand.
Bring one workflow that is costing time, revenue, or trust.
We will determine whether it needs AI, ordinary software, process repair, or no build at all. That answer is more valuable than another demo.
Boots Intelligent Codebases — an automated guardian for your code that finds security gaps, runtime mismatches, missing error handling, and validates patterns done right.
Scans run continuously and surface issues prioritized by severity, so your team fixes what matters first and ships with confidence. Turn audit overhead into clear, actionable work and keep velocity high without compromising safety.