In this episode of TechUnhinged, Luis Suarez, CTO of H.I.G. Capital, unpacks why AI is forcing tech debt onto the board agenda. Luis explains how AI instantly exposes legacy systems and unready data, noting that tech debt remediation takes four to five times as much effort as modern integrations, and why isolated island systems are a liability in today's interconnected ecosystems. He shares H.I.G.'s AI-first playbook, including top-down CEO mandates, 8 to 10 hours of annual AI training per employee, and AI-powered due diligence. From managing hallucinations to balancing speed with strategic foundations, Luis offers hard-earned lessons on modernization, leadership, and curiosity in enterprise technology.