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Curated Questions

Celebrating The Power Of Questions

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#106 Ken Woodward: What Would You Do If You Were Me?

"I sat there with them and realized I had no story to trade. Not a faded one. None." - Ken Woodward

"I sat there with them and realized I had no story to trade. Not a faded one. None." - Ken Woodward

With the election less than two weeks away, I caught myself asking how those knuckleheads could vote that way. Underneath it: I would never do that if I were them.

It starts with an observation from Jason Pargin about a particular question that is often misinterpreted and a couple others that sound alike. What would you do? What would you do in my shoes? What would you do if you were me?

I tell the story of my turn from straight-ticket Republican to bright blue, and the six months in 2016 when new friendships showed me how little I understood about lives I thought resembled mine.

Drawing on Melissa Harris-Perry’s Sister Citizen, Thomas Nagel’s idea of moral luck, and research on deep canvassing, I ask how much credit I can take for changing, and what I owe the people who pay for a vote.

It closes with sonder and a question: What don’t I know about the life behind this choice?

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

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Keep questioning!

#106 Ken Woodward: What Would You Do If You Were Me?
Curated Questions

Episode Notes

00:00 Brutal Memories

02:05 Judging Other Voters

02:31 Pargin’s Question

03:33 Three Ways To Ask

04:08 Advice And Blind Spots

04:52 The Silent Verdict

05:31 From Red To Blue

06:27 Six Months Of New Friends

07:08 Stories I Couldn’t Trade

07:59 The Canary Sentence

08:52 Quietly Changing

09:36 Moral Luck Explained

12:07 Conversations Change Minds

13:57 Votes And Consequences

15:44 Sonder And A New Question

17:37 Closing Credits

tags: Curated Questions, Ken Woodward, what would you do if you were me, what would you do in my shoes, Jason Pargin, sonder, moral luck, Thomas Nagel, Sister Citizen, Melissa Harris-Perry, miner’s canary, deep canvassing, Broockman and Kalla, political polarization, 2026 midterm election, judging others, empathy, perspective-taking, changing your mind, political conversion, Republican to Democrat, lived experience, giving advice, contempt, civil discourse, curiosity, art of questioning, Dictionary of Obscure Sorrows
categories: Community, Connection, Listening, Mental Wellness, Personal Growth, Imagination, Politics, Black Women, Critical Thinking, Teachers
Thursday 10.22.26
Posted by Kenneth Woodward
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