John Driscoll, CEO of Naked Development, joins Gaining the Technology Leadership Edge to break down what actually separates successful startups from those that quietly run out of runway.
After helping launch more than 500 apps, John has seen a consistent pattern: startups don’t fail because of bad technology—they fail because they move too slowly, misunderstand the problem they’re solving, or burn cash without validating demand. As he puts it, “Money is air for a startup. When you run out of air, you’re done.”
In this episode, John explains why technology should never be the starting point. Naked Development begins every engagement by forcing founders to clearly articulate the human problem they’re solving and define the solution in three words or fewer. From there, only 12% of applicants are approved, and founders are put through an intensive four-to-five-hour discovery process designed to mirror investor scrutiny. As a result, roughly 70% of their startup clients raise funding.
The conversation also explores why speed matters more than polish, how pre-selling before launch builds momentum, and why simplicity—like Google or ChatGPT’s single-user value—is often the hardest thing to get right. John also makes a strong case that as technology accelerates, human connection and trust will become increasingly scarce—and therefore more valuable.
