Entrepreneur with ADHD used AI to stay on track. Now it’s a core part of his company.

Podcast: The IBJ Podcast with Mason King · IBJ Media

Opublikowano: 2026-08-03

Josh Driver, CEO of Indianapolis-based Selflessly, jokes that he’s practically in a common law marriage with his AI assistant, named Phil. (That’s short for “philanthropy,” which is Selflessly’s focus.) They’re a good match: Phil handles much of the administrative drudgery and helps clients figure out their philanthropic strategies so Driver can stay focused on big-picture strategy and client relations. But they get into the occasional tiff, and Phil can overstep his bounds. In fact, he recently went way off script with a client. Such an episode points up the risks in turning o...