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Curated Questions

Celebrating The Power Of Questions

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

"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!

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tags: Curated Questions, Ken Woodward, Mitchell Osmond, Dad Nation, choosing your hard, life worthy of imitation, power of questions, personal transformation, legacy and integrity, discomfort and growth, confidence through discipline, keeping promises, men and leadership, marriage and meaning, defining success, emotional responsibility, generational cycles, identity and character, hard questions for growth, modern masculinity, purpose and legacy, accountability and honesty, self-inquiry, high performance living, relationships and integrity, resilience and discipline, coaching through questions, intentional living, values-based life, personal growth podcast
categories: Community, Connection, Leadership, Listening, Mental Wellness, Personal Growth, Coaching, Death, Gratitude, Legacy, Podcast, Relationships
Wednesday 01.07.26
Posted by Kenneth Woodward
 

#53 Ken Woodward: Impactful Questions: Am I My Brother's Keeper?

"Am I my brother's keeper? Is answered in the daily work of showing up, being challenged, getting it wrong, being corrected, and showing up again." - Ken Woodward

In this solo episode, Ken Woodward explores one of humanity's oldest and most challenging questions: "Am I my brother's keeper?" Born from Cain's evasion after murdering Abel, this question continues to shape how we answer fundamental issues about immigration, homelessness, healthcare, and who deserves our care.

Drawing from his 101-week walk through every street and alley in Washington, DC, Ken reflects on how he spent 50 years answering "no" to this question while convincing himself he was answering "yes." He shares powerful conversations with Raymond Coates about the Sugar House in Charleston, encounters with a woman who demanded accountability, and the devastating costs of both saying yes and saying no.

This episode challenges listeners to examine their own complicity, confront inherited assumptions, and honestly assess who they've decided doesn't count as "brother." Ken offers four concrete takeaways to help transform this ancient question from theological abstraction into daily practice.

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

Keep questioning!

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tags: Ken Woodward, Curated Questions, am I my brother's keeper, social justice, racial equity, personal transformation, Cain and Abel, biblical questions, Washington DC walk, community responsibility, systemic racism, evangelical deconstruction, faith crisis, complicity, white privilege, brother's keeper meaning, moral responsibility, civil rights, Black Lives Matter, questioning assumptions, Howard Thurman, Isabel Wilkerson, personal growth podcast, difficult conversations, reparations, redlining, Jerry Colonna, accountability, generational change, American history, racial justice, curated questions
categories: Community, Community Service, Social Impact, Connection, Leadership, Listening, Personal Growth, Equity, Faith
Thursday 10.16.25
Posted by Kenneth Woodward
 

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