The Swellington Tonight

A Relationship Program That Turned Into an Interrogation


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Jack and June Kerrigan join The Swellington Tonight to discuss Jack’s new self-improvement program, The List — a decision-making system designed to help men choose the “right” path at key moments in life.

At first, it sounds harmless.
A structured set of questions.
Guidance when meeting a partner.
Clarity before marriage, promotions, or major life changes.

But as the conversation unfolds, The List reveals itself to be something else entirely.

Jack explains how the program works in practice: a series of questions women are expected to answer before a man decides whether to date them, marry them, or stay married to them. Questions about bodies, backgrounds, family, race, and appearance — framed as “standards,” justified as “logic.”

June, sitting beside him, begins filling in the gaps.

What starts as a productivity system slowly becomes an examination of power, control, and the quiet ways ideology hides inside self-help language. By the end of the episode, the question isn’t whether The List works — it’s who it was designed to work for.

A longform call-in interview where the premise collapses in real time.


  • #ThisGotWeird

  • #ModernRelationships

    • #RedFlags

    • #PowerDynamics

    • #SelfHelpCulture

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The Swellington TonightBy The Swellington Tonight