Will and Woody

Don't Come For The Cool King

·22 min·2 clips
Matt Damon explains why he never would have moved to New York as a teenager without Ben Affleck's bravery.
["The episode begins with Woody confronting Will about misusing their business credit card for personal expenses during November and December.", "Will had charged items like an acai bowl, a cheesy mite scroll from Baker's Delight, and fruit and veg shopping to the company card.", "Woody highlights a particularly suspicious transaction: two separate trips to McCoppen's supermarket on the same day, totaling nearly $190.", "The hosts then transition to discussing their interview with Matt Damon and Ben Affleck, expressing nervousness about the seven-minute Zoom call.", "They mention taking a selfie during the interview and being in Will's 'crap back studio' in Melbourne, contrasting with the Hollywood stars' setup.", "Matt Damon explains how his friendship with Ben Affleck was crucial, saying he wouldn't have moved to New York as a teenager without Ben's bravery.", "Damon describes being broke together in L.A., living in shitty apartments, and supporting each other financially during early struggles.", "He notes that having Affleck as a companion through the sudden fame of Good Will Hunting helped maintain his sanity.", "The hosts promote Damon and Affleck's new film The Rip on Netflix, noting its unique payment structure where cast and crew earn bonuses based on viewership.", "In the interview excerpt, Affleck jokes about being the late one in the duo, improving his small talk skills as a result.", "Damon recalls they used Affleck's Ford Taurus for meetings because it was more comfortable than his Acura Integra.", "The conversation shifts to the hosts debating who is cooler, with Will claiming the title of 'cool king' and Woody challenging him.", "Will admits he wants to impress people under 25 despite having disdain for them, highlighting a generational insecurity.", "They decide to create a 'daughter jury' of young women to judge their coolness live on air, taking calls from listeners.", "Three women join: Meg and Emily in their 20s, and 13-year-old Mila, forming the jury to evaluate the hosts.", "Will nervously lists traits he thinks are cool, starting with wearing one earring, which receives mixed reactions from the jury.", "He then mentions paying with cash more recently, which the jury generally finds cool, though Emily notes it's because she watches her parents struggle with cash.", "Will reveals he keeps his cash in a small pencil case, adding a quirky detail to his claim.", "The episode blends comedic banter, interview highlights, and interactive audience segments, maintaining a spontaneous and conversational tone.", "Throughout, the hosts reflect on their own dynamics as a duo, comparing themselves to Damon and Affleck while engaging in self-deprecating humor."]

As heard by us

A company-card query becomes mock trial, then drifts into celebrity chat with a Netflix twist.

Will and Woody use a company credit card query as the spark for a neat little workplace reckoning. An accountant's email puts a few transactions under scrutiny, and the fun comes from the imbalance: one host insists he has barely touched his card, while the other is framed as…

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Why you'd press play

Press play when an accountant's awkward email has to share the room with Ben Affleck, Matt Damon, and a tiny cash verdict.

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