Landry Fields is a Lexington, Kentucky business owner, speaker, commercial property investor, and podcast host who has built a reputation as one of the country’s most practical voices on applying artificial intelligence in real-world businesses.
Born and raised in Lexington, Fields is a proud graduate of the University of Kentucky, where he earned a bachelor’s degree in business and corporate communications—a foundation he draws on every time he steps up to a microphone or takes the stage. After college, he remained close to home, first working at Central Bank & Trust Company and then spending nine years as Director of Pro AV Sales & Design at Allied Communications. In 2019, Fields founded Nova Insurance Group, a commercial insurance agency serving Kentucky business owners and families. Nova has since become more than an agency; it serves as a working laboratory for what AI can accomplish in an operating business.
Rather than talking about AI in the abstract, Fields builds practical tools. He has developed an extensive ecosystem of production tools that power his business every day—from policy-comparison engines and workers’ compensation analyzers to full agency automations and acquisition models. That hands-on approach has made him a sought-after speaker, and he now travels the country explaining how owners can implement AI within their companies without needing a technology background, a team of developers, or a six-figure budget.
He is also the founder of AI Rockstars, a private mastermind where business owners learn how to use AI effectively within their companies—not as a novelty but as a daily operational advantage. Members receive access to his evolving library of skills, the playbooks behind them, and a community of operators learning and experimenting together in real time.
Closer to home, Fields hosts Keys to the Commonwealth, a long-running podcast, now in its sixth year, that tells the stories of entrepreneurs from across Kentucky. From small-town founders to statewide brands, the show has become a chronicle of how businesses are built in the Commonwealth and a reflection of Fields’ deep belief that Kentucky’s economy is powered by its owner-operators.
Fields brings an unusual perspective: He speaks both as an operator with real revenue responsibility and as a hands-on builder who develops the tools himself. His message is consistent—AI is not coming for small and midsize businesses; it is the tool that allows them to outcompete much larger companies in service, speed, and execution.
In his free time, Fields enjoys his family, playing music, golf, traveling, and finding new restaurants.