188. The Case for Creating Better Problems with Jason Feifer

The Keynote Curators Podcast · Aug 20, 2026 · 30m

Bad problem: How do we avoid change?

Better problem: How do we get good at what comes next?

That distinction sits at the center of my conversation with Jason Feifer, editor-in-chief of Entrepreneur magazine.

Jason’s argument is refreshingly freeing: progress doesn't mean finally arriving at a place where everything works perfectly. Every solution creates another problem.

The goal is to keep earning better problems.

We get into what that looks like for event pros, leaders, entrepreneurs and speakers:

✅ Stop measuring progress against perfection

✅ Question the assumptions that keep you playing…