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495: Avoiding the Regrets of Success: A Guide for Entrepreneur Fathers with Ryan Deiss

You can build the house, pay the bills, protect and provide—but if your wife doesn’t feel seen, and your kids don’t feel known, what are you really building?

In this episode, Ryan Deiss opens up about the moment his marriage hit a wall… and the quiet heartbreak of realizing he had drifted from the people he loved most.

It wasn’t burnout. It wasn’t failure.
It was success without alignment—and the cost of being emotionally absent, even while physically present.

You’ll take away:

  • What his wife said that shattered the illusion he was “doing it for the family”
  • How disconnection with his kids crept in while he was busy being “responsible”
  • The family-first calendar ritual that rebuilt trust and rhythm at home
  • Why saying “yes” to golf with his son—and missing a deadline—was a turning point
  • The question he asked his son before college—and the answer that brought him to tears
  • Why presence—not perfection—is what restores closeness in marriage and fatherhood

If you’re trying to be more than just the guy who gets stuff done…If you want to be the man your wife trusts and your kids remember—

👉 Listen to the full episode now

You don’t need to do more.
You need to show up better—for her, for them, for you.

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More About Front Row Dads

Connect with us @ FrontRowDad.com & Instagram.

FRD is solving a huge problem for dads. Our culture has turned “Dad” into a joke. Go ahead, google Dad and you’ll find Dad Bod, Dad Jokes, Dad Weed, etc. Culturally, it’s a Homer Simpson mentality, and it’s BS.

Our community is built for solid men. Men with range. Those who are badass, and know there’s still more to learn, together.

Most guys find it hard to find “their crew.” Finding other committed men who are successful in life and want to put family first – these guys are rare. Is this you?

In FRD, hundreds of men from all over the world show up for each other, to share resources and raise the bar of fatherhood (our core values.)

If you’re reading this, you want to grow.  Podcasts are great, but guys, when you’re ready to stop just listening to content and want to JOIN the conversations, the FRD brotherhood is ready for you.

One more thing…

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