Curated Questions: Conversations Celebrating the Power of Questions!

Everything Is Hard - Choose Your Hard | Mitchell Osmond #65

Jan 8, 2026

Mitchell Osmond, founder of Dad Nation Co. and a motivational coach, shares his journey of transformation after a pivotal question at a funeral made him reassess his life. He discusses the importance of choosing which difficulties to embrace and how discomfort can lead to growth. They explore practical tools for fostering resilience in children and strengthening family bonds through honest communication. Mitchell emphasizes that confidence is built through keeping promises and encourages ongoing self-inquiry to define personal success and legacy.

Ask episode

AI Snips

Chapters

Books

Transcript

Episode notes

INSIGHT

Choose Which Difficulty You Pay For

Everything in life costs something and will be hard in some way.
The key is choosing which difficulty you are willing to pay for and valuing that cost.

ANECDOTE

A Funeral Question Sparked Transformation

A funeral question transformed Mitchell: "Are you living a life worthy of imitation?".
That moment launched his 18-month rebuild of marriage, health, finances, and purpose.

ADVICE

Write Your Eulogy To Clarify Legacy

Write your eulogy from loved ones' perspectives to reveal gaps between intention and legacy.
Then write a 2.0 eulogy and use the tension to motivate concrete change.

Get the Snipd Podcast app to discover more snips from this episode

Get the app

"Literally everything in life is hard. The question is, what cost are you willing to pay? And you pay that willingly and happily because you value it." - Mitchell Osmond

In this episode of Curated Questions, Ken Woodward sits down with Mitchell Osmond, founder of Dad Nation Co., and host of the Dad Nation Podcast (Top 5% globally), to explore a hard but liberating truth: everything in life is difficult; the question is which difficulty we choose.

Mitchell shares the moment a single question at a funeral, “Are you living a life worthy of imitation?” forced him to confront his health, marriage, finances, and legacy. From that reckoning emerged a framework for growth rooted in discomfort, integrity, and honest self-inquiry.

Together, Ken and Mitchell examine why confidence is built through keeping promises, how avoiding hard questions quietly shapes our futures, and why legacy is forged at home as much as at work.

The conversation challenges the myth of ease, reframes struggle as a signal of alignment, and invites listeners to define success on their own terms. Ultimately, this episode is a call to stop outsourcing meaning, and to choose the hard that leads to a life worth living.

Mitchell is launching a new group coaching program, the High Performance Husband Accelerator! All the details can be found at https://www.dadnationco.com/accelerator

Mitchell is offering The Connection Code as a gift. 50 questions to spark the fun and get the fire back is available at https://www.dadnationco.com/code

This Curated Questions episode can be found on all major platforms and at CuratedQuestions.com.

Keep questioning!

Resources Mentioned

Dad Nation Co website

The Dad Nation Podcast

Dad Nation Co Instagram

Mitchell Osmond on LinkedIn