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This Might Get Awkward

This Might Get Awkward

By: The Second City
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Could "Yes, and..." mend America's cultural and political divide? Psychologist Dr. Scott Barry Kaufman and comedian Allison Reese put improv's golden rule to the test. They laugh, listen and spar with those on the frontlines of our divide, from polarizing public figures to the social scientists who study it. And if they can't mend it, they'll at least have a good laugh trying.

© 2025 This Might Get Awkward
Science Social Sciences
Episodes
  • Why Admitting Our Errors Could Save Our Political Future with Aaron Dimmock
    Dec 7 2025

    In this episode, former naval officer and Republican candidate Aaron Dimmock talks about what it really takes to stay honest; in politics, in community, and with ourselves. He reflects on polarization, party identity, and the cultural forces that make admitting mistakes feel risky. Through stories from military life, his congressional run, and everyday human moments, Aaron explores why transparency is so hard and why it matters.

    The conversation weaves through psychology themes like threat perception, group identity, and the silent-majority effect—ending with a hopeful look at how love, listening, and shared humanity can shift the tone of our national conversation.

    00:00 — Calling out America’s “Bad Breath”
    02:00 — Aaron’s journey: Navy officer to candidate
    03:20 — The Ted Lasso metaphor for honesty
    08:15 — Why politicians won’t admit mistakes
    14:30 — The Stockdale Paradox & facing reality
    19:30 — Aaron's take on how to mend the divide
    23:40 — Losing friends for running Republican
    34:00 — Fear, pain & why people get loud
    55:50 — Improv game: the halftime speech to save America

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    1 hr and 6 mins
  • Exposing the Myth of Online Polarization with Aaron Parnas
    Dec 1 2025

    Independent journalist Aaron Parnas shares how growing up in a partisan household shaped his early conservative political views, and how moving out helped him rethink what he believed. With Scott and Allison, they explore online polarization, identity, media ecosystems, and why social media makes the country feel more divided than it really is.

    Aaron explains why 80% of Americans actually agree on 80% of issues, how algorithms reward outrage, and why meeting your neighbors can do more for democracy than any online debate.


    00:00 Meet Aaron Parnas
    01:12 What is independent journalism?
    02:45 Aaron's favorite comedy bit
    04:30 Cancel culture and late night comedy
    07:24 How Aaron went from supporting Trump to moderating Kamala Harris' book tour
    08:40 Why Aaron rejected political polarization early
    10:23 Why America feels divided -- but isn’t as divided as we think
    11:09 Why 80% of Americans agree on 80% of issues
    12:03 The responsibility of reaching millions with news
    13:55 What social media actually rewards
    17:44 Authenticity, cringe, and being yourself online
    19:51 How social media is changing the news landscape

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    30 mins
  • How to Talk to People You Disagree With (feat. Dr. Caroline Fleck)
    Nov 24 2025

    Psychologist Caroline Fleck joins Allison and Scott to reveal the one tool that helps us connect with those with whom we may disagree. Caroline, a Stanford psychologist and author of the book "Validation", breaks down why we confuse validation with agreement, how fear shapes our political reactions, and why finding even a “kernel of truth” in someone’s perspective can transform conflict into conversation.

    Plus, she opens up about the personal story that reshaped her understanding of empathy and helps Allison run the most chaotic improv game we’ve played yet: That’s So Valid—featuring Nana, prune juice revenge, and an alarming amount of "air-sex energy."


    01:53 — Meet Caroline Fleck
    03:34 — Why Caroline wrote "Validation"
    05:08 — The Portlandia bit that reveals everything
    08:45 — Comedy, connection, and co-conspiracy
    11:14 — What Caroline finds not funny
    13:44 — What is validation?
    16:45 — The "kernel of truth" rule
    19:26 — The skillset behind emotional survival
    25:38 — Validation in extreme situations
    33:01 — Why we think in black-and-white
    48:21 — The “that’s so valid” game

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    58 mins
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