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Curated Questions

Celebrating The Power Of Questions

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#78 Ken Woodward: The Question Asked in the Wrong Room

"Those scripts are not wisdom. They are load-bearing walls for other people's power." - Ken Woodward

Every room has a question nobody asks. Sometimes that's a failure of courage. Sometimes it's something else entirely, a hierarchy so explicit it pre-sorts who is permitted to speak before anyone opens their mouth.

In this episode, Ken reflects on a $100M federal acquisition program derailed by a senior stakeholder who wielded disruption as a weapon. The question that could have changed the outcome existed. It just never reached the person who needed to hear it.

Drawing on that experience, a chance conversation with a Vietnamese businessman named Kien, and the current civic moment, Ken explores why we swallow necessary questions, and what it costs us when we do. He offers a ladder of micro-courage for asking harder questions at every level of power, from the private to the public square.

One braver question. That's the practice. That's where it starts.

Fellow pilgrims, this one's for the rooms we've all been in.

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

Be sure to subscribe to the weekly Curated Questions Dispatch newsletter for more fun with questions and curiosity! (https://substack.com/@curatedquestions)

Keep questioning!

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tags: Ken Woodward, Curated Questions, questions, power, silence, courage, leadership, accountability, hierarchy, federal acquisition, Navy, program management, disruption, disruptor, civic engagement, democracy, institutional silence, unasked questions, micro-courage, internalized scripts, belonging, learned helplessness, structural silencing, professional integrity, complicity, governance, cultural hierarchy, Vietnamese culture, mentorship, public square, personal growth, intentional practice
categories: Community, Social Impact, Connection, Leadership, Listening, Personal Growth, Equity, Imagination, Politics, Faith
Thursday 04.09.26
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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