How Paul Fiore Turned a Simple Insight Into a $1.3B Fintech Powerhouse

In this episode of Business Isn’t Hard, we sit down with fintech trailblazer Paul Fiore, founder of Digital Insight — one of the first platforms to bring online banking to credit unions and mid-sized banks. Paul didn’t start with a billion-dollar idea. He started with a problem. By understanding his industry inside and out, spotting a once-in-a-decade technology shift, and aligning it with a core business function, he built something that redefined an entire market — and ultimately led to a $1.3 billion acquisition by Intuit.

Paul breaks down the framework behind great ideas: find the intersection of an emerging technology, a lagging industry, and a function that’s ripe for automation. From there, he explains how startups are won with passion, intensity, and — above all — endurance. This conversation is packed with real lessons for young entrepreneurs, future founders, and anyone looking to turn insight into impact.

Whether you’re in fintech, real estate, or sports, this episode will help you rethink how to identify opportunities, build meaningful products, and lead with clarity. Listen now and learn how to bend your knees — and commit fully to the jump.