Still Not Happy? You Might Be Chasing the Wrong Dream

Featuring Keren Eldad, Speaker, Coach, Author, and Fouder of With Enthusiasm Coaching

“Do something. You will probably, very likely, get a lot more than you hoped for.”

Ever look around at your life—the job, the accolades, the picture-perfect everything—and think, Why doesn’t this feel better? Keren Eldad, author of “GILDED: Breaking Free from the Cage of Ambition, Perfectionism and The Constant Pursuit of More,” made it crystal clear: success without alignment is just a polished cage. We’re taught to chase status, money, and approval, but we rarely ask ourselves if we actually want any of it. Her message lit a fire in me—because once you realize you’ve been living someone else’s definition of success, you get to rewrite the rules. That’s not failure. That’s freedom.

Key Takeaways:

  • Why success can feel empty (even when it looks perfect).

  • How to recognize you're living a GILDED life, not a golden one.

  • The difference between high standards and perfectionism.

  • How self-awareness (not hustle) changes everything.

  • What it means to own your success instead of being owned by it.

Hi, I’m JJ.

Since starting the Justice Dept, I have increased women's wealth by over $90MM in less than 5 years.

Want to know what inspires me to do this work?

My clients' surprised reaction when I manage to get them much better terms for themselves and their companies, whether talent agreements, employment, severance, partnerships, asset sales or investments.

They often admit that they never thought they could get that result. Not even hoped.

This blows my mind.