Welcome into a messy, hilarious, and deeply human episode of the Art of Classiness, where hosts Robin and Debra sit you down at their kitchen table and hand you a gavel. This week’s Am I the Asshole Roundup reads like a late-night confessional: a new mom haunted by a brutal pregnancy and postpartum, a sibling who disappears for hours after promising to return, a half-eaten sandwich that sparks a relationship wobble, and a $20,000 loan that tests the limits of friendship and trust. Each story unfolds with high stakes, raw emotion, and the small domestic details that make them feel painfully real.

Robin and Debra move from empathy to sharp judgment with the cadence of two friends who have seen enough life to know when to be tender and when to call bullshit. They set the scenes — hospital stays, sleepless nights, icy ski lessons, and late-night Stranger Things binges — and place you in the shoes of the people involved. You’ll feel the exhaustion and vulnerability of postpartum recovery, the indignation of being ghosted while babysitting, the bafflement of a cleaned-up apartment turned battleground, and the sting of being owed a life-changing sum of money.

Rather than moralizing, the hosts craft narrative arcs for each case: the struggling new mother who discovers she can change her mind about future kids, the cousin who practices weaponized incompetence and meets the perfect dose of malicious compliance, the roommate-turned-savior who tosses a questionable sandwich and stands by it, and the lender who learns that generosity without guardrails is risky business. Along the way, their conversation is equal parts heart and roast: warm with compassion one moment, brutally funny the next.

Interspersed with the judgments are moments of real uplift — including Robin’s proud shoutout to her nephew Gunnar, whose honor-roll resilience becomes the episode’s quiet, restorative counterpoint. The episode closes with the signature Class or Crass segment, where workplace credit-theft, boundaries, and everyday ethics are called out and classified, leaving listeners with takeaways as practical as they are entertaining.

Listen for the sharp one-liners, the honest admissions, and the surprising tenderness that make this roundup more than a gossip session — it’s a masterclass in holding people accountable while making room for care. Whether you’re here to judge, to learn, or to feel seen in your own messy adulthood, Robin and Debra will keep you company through the chaos and remind you that being classy sometimes just means showing up — and sometimes it means walking away.