Difficult Political Conversations

How To Have Difficult Political Conversations

A Guide to Staying in Dialogue When Facts Divide and Fear Takes Over

“All real living is meeting.” — Martin Buber, I and Thou

Learning how to have difficult political conversations has become one of the most urgent challenges of our time. Since October 7, I’ve watched friendships dissolve over disagreements about Israel and Palestine. In America, the divide between liberals and conservatives has made even casual political dialogue feel dangerous. This essay explores what happens when difficult political conversations break down—and offers practical strategies for reopening them when facts divide us and heat takes over.

The Fracture

Since October 7, political conversations have become minefields. I hesitate before speaking, measuring every word. Will it bring understanding or ignite another argument?

The fear is there, but it doesn’t stop me. I don’t avoid hard conversations, yet I’ve spent two years thinking about how to speak—how to listen, how to respond. I believe in my opinions; I’m attached to them. And that attachment keeps me asking: how do I stay in conversation without collapsing into rage? How do we talk when we look at the same event and see two different worlds?

Some friends no longer speak to me. Not because of betrayal, but because our “facts” no longer meet in the same place. A year ago, a friend used a cruel label for people he despised. I shot back with my own. Hard silence ever since. Another friend asked who I was voting for. I answered. He hung up. Silence ever since.

When I left Israel after October 7, my last conversation with my brother ended in shouting—each of us certain the other was blind to the truth, each clinging to a story that made sense of unbearable loss. That argument followed me across the ocean.

Here in the United States, I see the same fracture. The divide between liberals and conservatives has become a canyon. Words like truth and justice mean different things depending on who says them. We live in parallel realities—each side claiming moral clarity while viewing the other as delusional or dangerous.

What frightens me most is how easily disagreement turns into contempt, how violence has slipped into our political vocabulary. The news carries language of threats and assassination—signs that dialogue itself is dying.

Have we forgotten how to disagree without erasing each other? This essay is my attempt to find a way back—not to agreement, but to having difficult political conversations again.

When Reality Fractures

I’ve come to believe our arguments are rarely about what we claim they’re about. Beneath the politics, I see fear, belonging, shame—the desperate need to be seen as good and sane in a chaotic world. When facts collide, what’s really at stake is who we think we are.

Each side, whether in Israel or America, builds a moral story to make sense of pain and uncertainty. We don’t just believe facts—we inhabit them. They become our emotional home, our compass in the storm. To question them feels like erasing who we are, or betraying the group that keeps us safe.

In one conversation, when I defended Israel’s right to respond after October 7, my friend heard me defending civilian deaths. When he called for an immediate ceasefire, I heard him dismissing Jewish trauma. Neither of us was listening to what the other actually said—we were defending our tribe.

The modern world amplifies this fragility. Social media rewards outrage and certainty; news channels feed us narratives that confirm what we already fear or hope. The algorithms know our wounds better than we do. They whisper: you are right, they are blind. And we let ourselves be brainwashed. We choose the comfort of certainty over the discomfort of complexity. Slowly, our empathy narrows, and those who think differently become caricatures, not people.

But there’s something deeper—trauma moving through generations and nations. After collective shocks like October 7 or political violence in America, people seek clarity, control, a place to direct the pain. Blame becomes relief. Complexity feels unbearable. We want good and evil neatly divided so we can breathe again. But the truth, as always, refuses to stay simple.

I think about the shouting with my brother, my friend’s bitter silence. In both moments, what we want most is to be right, to have our grief recognized. But when heat enters the room, listening becomes impossible.

Our shared reality fractures not because facts disappear, but because the heart closes. Once that happens, even the clearest truth cannot pass through.

So how do we open the heart again? How do we learn to listen when heat has made us deaf?

👉 For more of my October 7 impressions, see October 7 – Nahal Oz: One Volunteer’s Powerful Story

How to Reopen the Conversation

That conversation with my friend didn’t end with laughter—it ended in silence. Sometimes silence becomes its own wall, built not from hatred but from exhaustion. You tell yourself it’s better to stay quiet than to risk more pain. But silence has a cost. It eats away at the possibility of understanding.

So how do we begin again?

David Brooks, in How to Know a Person, helped me see what I was missing. Before anyone can hear what we’re saying, they need to feel seen. Not agreed with. Not validated. Just seen. When I read that, I thought of my brother. Neither of us was trying to see the other. We were defending positions, protecting wounds.

Brooks describes people he calls “illuminators”—those who help others feel seen rather than judged. As he puts it: “To see someone else you have to be willing to be changed by what you see.”

This is what makes difficult conversations so frightening. We’re not just risking being wrong—we’re risking being changed. But that’s also what makes them necessary. Without the willingness to be changed, we’re not having a conversation. We’re delivering speeches at each other.

I’m trying to learn how to do this. Here’s what I’m working toward:

Ask questions that open rather than close

Most questions in political arguments aren’t really questions. They’re accusations disguised with a question mark.

“Don’t you think that’s hypocritical?” “How can you possibly believe that?” “What about [counterexample]?”

These are traps, not inquiries. Everyone knows it. They shut conversations down faster than direct disagreement.

Instead of arguing, I’m trying to ask: What led you to see it that way? Not as a trap. As a genuine attempt to understand the story beneath the position.

Brooks calls this “loud listening”—the kind of attention that doesn’t just wait for its turn to speak. It’s harder than it sounds. My instinct when someone says something I strongly disagree with is to immediately construct my rebuttal. But I’m learning that beneath every political stance lies something personal. Loss, betrayal, hope, fear. When I can reach that layer, the conversation changes.

Try asking:

  • “Can you tell me how you came to see it that way?”
  • “Was there a moment that shaped that belief?”
  • “What feels most important to you about this?”

These questions only work if you genuinely want to know the answer. If you’re just performing curiosity while preparing your counterargument, people can tell. The question becomes another weapon.

But when the curiosity is real—when I genuinely pause my own certainty to understand someone else’s path—something shifts. They’re no longer defending a position. They’re sharing a story. And stories, unlike positions, invite understanding instead of attack.

Represent their view at its strongest

Instead of reducing someone’s position to its worst version, try to state their concern more clearly and more fairly than they did.

When my brother and I argued about October 7, I said, “So you just hate Netanyahu and blame him for everything?” That’s attacking the weakest, most emotional version of his argument—making it easy to dismiss.

What I wish I’d said: “You believe Netanyahu’s policies are solely to blame, and you don’t think the internal divisions before October 7 contributed to Israel’s vulnerability—you’re angry that his leadership failed to protect people. Is that what you mean?” That’s representing his view at its strongest—taking it more seriously than he might have stated it himself.

And he could have done the same for me. Instead of “So you’re blaming the protesters for Hamas’s attack?” he might have said: “You’re worried that the public divisions signaled weakness that Hamas exploited, and you think internal unity matters for security—is that your concern?”

When people feel you’ve grasped their real concern—not a caricature—they stop defending and start listening. I’ve failed at this more than I’ve succeeded. But when I manage it, people soften. They become willing to hear complexity.

Speak from experience, not ideology

Facts rarely change minds. Stories sometimes do.

When I say “Israel had no choice” or “The occupation is the root cause,” I’m stating an opinion that triggers immediate defense. These are fighting words, no matter how true they feel to me.

But when I say “This is what I witnessed” or “This is what it felt like when…” I’m inviting someone into my experience rather than challenging their worldview. Personal stories are harder to dismiss and harder to argue with. They’re also harder for me to deliver with righteousness.

“I saw my friend’s neighborhood destroyed” is different from “Israel’s response was disproportionate.”

“I felt terrified when sirens went off” is different from “You don’t understand the security threat.”

“I watched my cousin flee with nothing” is different from “Palestinians are the real victims.”

Stories don’t demand agreement. They ask for witness. And that creates space for the other person to share their story too, instead of defending against my opinion.

I’m still learning this. My instinct is still to argue positions. But when I manage to speak from lived experience instead of abstract principles, something shifts. The temperature drops. We’re no longer debating—we’re trying to understand what each other has actually been through.

Admit what you don’t know

Certainty is inflammatory. When I say “The facts are clear” or “Anyone who looks at this honestly can see…” I’m not inviting dialogue—I’m daring someone to fight me.

I’m practicing saying “I could be wrong, but here’s what I’m thinking.” It feels vulnerable. Exposed. Like I’m weakening my argument before I’ve even made it. But that small admission of uncertainty does something unexpected—it creates space for the other person to admit doubt too.

When I told a friend “The sources I trust have blind spots too,” she paused. “Yeah, mine probably do as well.” That moment opened something. We moved from defending our certainty to acknowledging we’re both trying to see clearly in a fog.

Admitting what you don’t know doesn’t make you look weak. It makes you look honest. And in a world where everyone claims perfect clarity about impossibly complex situations, honesty is disarming.

I want more of those moments.

Separate facts from values

Sometimes we argue about facts when we really disagree about values—and vice versa. This confusion makes conversations impossible because we’re fighting on the wrong battlefield.

My brother and I weren’t really arguing about what happened on October 7 or before it. We were arguing about what matters most: accountability for leadership failures versus the danger of internal division. Security versus political responsibility. Those are value disagreements disguised as factual ones.

When I can name this directly, it changes everything: “It sounds like we’re seeing the same situation but weighing the harms differently. You’re prioritizing X; I’m worried about Y. Is that fair?”

This isn’t relativism—saying all views are equally valid. It’s honesty about what we’re actually disagreeing about. Sometimes the facts really are disputed. But often, we agree on what happened and disagree on what it means, what matters most, what should be done about it.

I don’t always get it right. But when I do, we stop pretending there’s one objective truth we’re both missing and start talking about the real question: given what we know, what do we value most?

That’s a conversation we can actually have.

Prioritize safety over agreement

When heat enters a conversation, the thinking brain shuts down. We move into fight-or-flight. No matter how logical my argument, no matter how clear the facts, if someone feels attacked, they can’t hear me. They’re just defending.

I’m learning to value tone over content—to pause, to acknowledge emotion before arguing facts. To make the person feel safe enough to think.

“I can see this really matters to you” or “I’m trying to understand.” These phrases feel awkward in my mouth sometimes. They sound weak, like I’m dodging the argument. But they do something crucial—they keep the door open even when we disagree. They signal: I’m not your enemy. You’re not crazy for feeling what you feel.

This doesn’t mean avoiding hard truths. It means creating the conditions where hard truths can actually be heard.

When my friend hung up the phone after I told him who I was voting for, I don’t know if it was something I said or the accumulated stress of years of division in Israel finally breaking through. Maybe both. But I’ve learned—slowly, painfully—that if someone doesn’t feel safe, nothing else matters. The stress, the trauma, the fear—it all lives just beneath the surface. One wrong word, one moment of feeling dismissed, and the conversation is over. The best argument in the world bounces off a closed heart.

Find the shared value

When we stay on the surface—arguing about policies, actions, positions—we sound like enemies. But beneath those arguments, we’re often reaching for the same things: safety, fairness, dignity, belonging. These are the deeper hungers we’re all trying to satisfy.

The problem is we forget to name them. We assume disagreement on how means disagreement on what matters. So the other person becomes not just wrong, but morally suspect. Someone who doesn’t care about justice, or security, or human life.

I’m practicing naming the shared value before I argue the difference: “We both care about justice; we just see different paths toward it.” Or “I think we both want people to be safe and free—we just disagree about what threatens those things most.”

I tried this recently with someone who supported policies I found harmful. When I said “I think we both want people to be safe and free—we just disagree about what threatens those things most,” he nodded. We still disagreed, but something shifted. He wasn’t a monster who didn’t care. I wasn’t naive or dangerous. We were two people trying to protect what we loved, seeing different dangers.

That shift—from moral enemies to people with different fears—changes what’s possible. I want to learn to create more of those shifts.

Know when to step back

Not every conversation can be healed. Sometimes the wound is too fresh, the fear too loud, the positions too hardened. Pushing forward when someone isn’t ready doesn’t create dialogue—it creates damage.

I’m learning to recognize the signs: when someone’s voice goes flat, when they stop engaging and start repeating talking points, when I feel my own chest tightening with the need to win. Those are signals that we’ve hit a wall, and continuing will only build it higher.

Stepping back doesn’t mean giving up. It means saying something like: “I care about our relationship more than winning this argument. Can we pause?” Or simply: “I hear you. Let’s talk about something else.”

I’m learning when to let silence be. But also to watch for small openings later—a shared memory, a moment of vulnerability, a text about something completely unrelated that says I still value you. Healing rarely happens through argument. It happens when one person dares to listen differently, or when enough time passes that we can try again without all the heat.

With some friends, that opening hasn’t come yet. With my brother, the conversations never stopped, but they have a long way to go—we still get heated, still fall into old patterns. But we keep trying. With others, a small gesture months later—”I’ve been thinking about what you said”—has reopened what felt permanently closed.

Sometimes, wisdom is knowing when to stop talking and trust that the relationship can survive disagreement, even if the conversation can’t continue right now.

I haven’t mastered any of this. I still get defensive. I still want to win. My ego still pulls me toward proving I’m right rather than staying curious.

When my brother calls, when a friend posts something that makes my blood boil, my first instinct isn’t curiosity—it’s combat. But I’m trying to practice a different way. Not because I’ve figured it out, but because the alternative—permanent silence, permanent fracture—feels unbearable.

These techniques—the questions, the steel-manning, the admission of uncertainty—aren’t magic. They don’t erase disagreement or make hard conversations easy. But they create the smallest opening. A chance to stay in the room together. A possibility that we might hear each other, even if we never agree.

We live in a time when truth itself feels like contested territory. Yet I still believe that conversation—the willingness to stay present, to listen, to speak with humility—is one of the last bridges we have.

Maybe the work isn’t to convince each other. Maybe it’s simply to stay human together long enough for truth to have a chance.

The Courage to Stay Human

Sometimes I think conversation itself is a form of prayer. Two people choosing to meet—not to convert or defeat, but to witness. To say: I am here, and so are you. In a world splintered by fear and noise, that simple act feels sacred.

Martin Buber understood this better than anyone. An Austrian-Jewish philosopher who fled the Nazis and spent his later years in Jerusalem, Buber devoted his life to understanding what makes human connection possible. In his most famous work, I and Thou, he described two ways we relate to others: “I-It” and “I-Thou.”

👉  Learn about Martin Buber’s influential work on human relationships in this clear video summary.

In I-It relationships, we treat people as objects—things to analyze, judge, use, or defeat. We reduce them to their opinions, their party affiliation, their usefulness to our side. Most political arguments, Buber would say, are I-It encounters. We’re not meeting the person; we’re engaging with a position we want to demolish.

When my brother and I shouted at each other, when my friend hung up the phone, that’s what we were doing. We had abandoned I-Thou for I-It, treating each other as problems to solve rather than humans to encounter.

But I-Thou is different. In I-Thou, we meet someone as a whole being—mysterious, complex, irreducible. We bring our complete self to meet their complete self. Not our talking points or our armor, but our uncertainty, our fear, our wounds. Buber insisted this kind of meeting requires vulnerability. We must risk being changed, not just seek to change the other.

When that happens, something new emerges. Buber called it “the between”—a space that appears only when two people bring their full humanity and remain genuinely open. It’s not compromise. It’s not middle ground. It’s truth that neither person could have reached alone.

Since October 7, I’ve seen how trauma reshapes language. Words like safety, home, and justice mean different things depending on who says them. Yet I keep returning to one conviction: truth is not owned, but revealed. Slowly. Relationally. Through presence. We find it only in the space between us.

Buber called this “confirmation”—affirming the other person’s reality even when you disagree with their conclusions. It means saying: your experience is real, your pain matters, you are not crazy for feeling what you feel. This doesn’t mean accepting falsehoods. It means recognizing that the person across from you is struggling, as you are, to make sense of chaos.

He also warned that genuine dialogue cannot be forced. You cannot manufacture an I-Thou moment. But you can create conditions for it. You can choose presence over defensiveness. You can turn toward rather than away. You can bring your whole self—doubt, pain, and all—and trust that the meeting itself has value, regardless of the outcome.

Buber wrote that “all real living is meeting.” He meant that we become fully human only through genuine encounter with others. When we refuse to meet—when we retreat into our certainties, our echo chambers, our righteous anger—we diminish not just the other person, but ourselves.

This requires faith—not in agreement, but in the possibility that beneath all our opinions lies something shared: the longing to be seen, to belong, to feel safe in a world that rarely is.

I haven’t mastered this. When someone challenges my view of October 7, my first instinct is still to defend, to prove, to win. Difficult political conversations still trigger all my defenses. But I’m trying to practice something different. To turn toward rather than away. To risk the meeting, even when I’m afraid of what I might hear.

So perhaps the work now is not to win the argument, but to keep the thread alive. To listen even when our voices tremble. To speak even when words fail. To trust that what is broken between us might still be mended, one conversation at a time.

The next real conversation begins with the one we’re still afraid to have.

October 2025

References

  • Brooks, David. How to Know a Person: The Art of Seeing Others Deeply and Being Deeply Seen. Random House, 2023.
  • Buber, Martin. I and Thou. Translated by Ronald Gregor Smith. Scribner, 2000. (Original work published 1923)