#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!

#77 Jenny Chan: The Questions We Didn't Ask Our Grandmothers

"The most powerful questions aren't really the ones that demand an answer, but really demand a presence." - Jenny Chan

Jenny Chan founded Pacific Atrocities Education after her grandmother's death surfaced a box of wartime relics of military yen, rice rationing coupons, and decades of unexplained anger toward Japanese culture. That inheritance of unasked questions launched Jenny into the hidden history of the Pacific Asian War: comfort women, Unit 731's biological experimentation program, and the postwar immunity deals that let war criminals become CEOs and prime ministers.

Jenny's research method centers on presence before inquiry. Sitting with survivors long enough to earn the right to ask hard questions. She sees historical memory not as a burden but as an essential context for understanding today's geopolitical decisions. Her work with survivors, students, and Japanese citizens seeking truth suggests that healing begins when forgotten stories are finally allowed to be told.

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)

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#74 Eila Park Robertson: How Questions Can Save A Fractured Democracy

"Lean into courage and see what happens." - Eila Park Robertson

Former ABC News journalist, award‑winning filmmaker, and crisis communications strategist Eila Park Robertson joins Curated Questions to explore what happens “when listening saves democracy.”

Drawing from a childhood navigating violence, immigration, and loneliness, Eila shares how asking genuine questions became her superpower for building trust with people who would never normally talk to the media. She explains why Western culture has forgotten how to listen, how that loss feeds polarization, and what it really takes to build bridges across political and ideological divides, starting with presence, curiosity, and courage.

Eila and Ken dive into introverts as secret leaders of the room, why outrage‑only politics is burning us out, and how personal relationships can transform deeply held beliefs. They also explore climate storytelling, South Korea’s fight against authoritarianism, and practical ways to resist despair and rebuild community in an age of fractured attention.

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)

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#67 Matthew Pridgen: When Cognitive Dissonance Breaks Open

"You can only live with so much cognitive dissonance in your life." - Matthew Pridgen

Matthew Pridgen joins Ken Woodward for a raw, wide-ranging conversation about how questions can crack open denial and move us toward truth, repentance, and reconciliation.

Matthew shares his dramatic journey from addiction and a near-fatal suicide attempt to a decades-long pursuit of faith, justice, and historical honesty. His pivotal moment was when an eight-year-old girl asked, “Why did you take my church down?” after a tent revival in Charleston’s historically Black East Side, which became the question that launched his racial awakening.

Together, they explore how American “mythology” hides the realities of slavery, Jim Crow, and modern dog whistles, and how the Black church has sustained a prophetic witness against oppression.

The episode highlights the personal cost of cognitive dissonance, the freedom of living without lies, and a central challenge for today: are Christians willing to abandon Christian nationalism and follow Jesus’ actual teachings?

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!

#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!

#15 Kwame Sarfo-Mensah: The Vocabulary of Identity & Creating Culturally Affirming Classrooms

Kwame explores the concept of identity, including personal and social identities, and how these can affect one's experience in the world. The conversation delves into the challenges of addressing identity in educational settings and the importance of diversity, equity, inclusion, and accessibility. Kwame shares his experiences and insights on the power of questions in navigating contract negotiations, understanding student backgrounds, and self-growth. The dialogue also touches on unlearning ingrained biases and recognizing privileges. The discussion concludes by reflecting on the role of questions in fostering a more inclusive and understanding society.