GLD 554 - Boys, You Need To Do Better

·47 min·4 clips

Brian Howie reveals that women complain their partners lack drive, ambition, and purpose, questioning why two generations of men have lost it.

The episode begins with host Brian Howie introducing the theme of declining male ambition, citing complaints from women about partners lacking drive and purpose. Guest Crystal Carroll, an entrepreneur and former beauty queen, joins the discussion. Howie shares his own experience from college, where he felt pressure to earn money to date women in New York. Carroll notes that many men in their thirties still live at home, content with minimal expenses like pot, porn, and PlayStation. They debate who should pay on dates, with Howie firmly stating men should pay, especially in early stages, and Carroll agreeing based on her high-maintenance lifestyle. The conversation shifts to assessing ambition through travel and lifestyle, with Carroll recounting a failed relationship with a wealthy man who hated traveling. They then discuss the timing of sex in dating, with Howie referencing a survey of 1,000 happy couples where most slept together early, while Carroll prefers to wait for commitment. Topics include penis size concerns, promiscuity judgments, and how confidence links to ambition. Howie argues that men's fear of rejection has increased, making them less proactive. Carroll explains how her appearance filters out men unwilling to invest. The episode concludes with light-hearted segments like 'Worst Date or First Date,' where Howie shares a story about a date ruined by wasabi, and promotions for Carroll's podcast 'Unapologetic Me.'

As heard by us

A brisk relationship debate about whether waiting can protect dating from first-night momentum.

Dating advice is framed as a matter of pacing and boundaries, with the guest laying out why she waits to kiss, delays sex, and links commitment to what changes once sex enters the relationship.

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Why you'd press play

If first-night chemistry has ever started making decisions for you, this debate lets timing take the floor.

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