Building Smarter Businesses with AI: Lessons from a Serial Entrepreneur Who's Done It Twice (and ...

27 Mar 2026 · 38 min
37:51

In this episode of Business Made Easy with AI, host Flora interviews serial entrepreneur Glenn, who has founded, scaled, and exited two companies (MMWave and Gap Wireless) and is now running a smaller power‑sector business in Florida after buying it with an E‑2 visa. Glenn shares his early life influences, the three non‑negotiable rules he uses to launch a venture (minimum viable product, 18‑24 months of runway or supportive spouse, and landing a first customer who “doesn’t deserve” you), his personal passions (charity DJ work and French bulldogs), and the story behind his 2022 book Never Sit in the Lobby. A large portion of the conversation focuses on how he integrates AI into finance, legal, marketing, and operations—using AI for contract summarization, cash‑flow analysis, content generation, and sales prospecting—while emphasizing the need to humanize AI output and to invest in a paid subscription. He also discusses organizational structure (EOS, “right person‑right seat”), hiring practices, and advice for founders on experimenting with AI (buy a paid license, feed all business documents into the model, and start with simple use‑cases). The interview ends with Glenn’s plans to grow the Florida business modestly and eventually exit, and his reflections on work that aligns with personal strengths.

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