The most played episodes among Podcast App listeners.

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   Number 1: GLD 580 - What Do You Deserve in a Relationship?

   Ever thought you deserved a little morr than you were getting? What can we fairly expect from someone we love? Marcus and Lily from Secrets of a Sugar Daddy stop by to weigh in on six listeners’ opions on the merits Are these reasonable needs, or does calling something deserved turn a relationship into a transaction? The conversation gets especially candid when Lily shares how a sugar dating arrangement grew into real love. A deep dive on chemistry, appreciation, the trouble with keeping score - and a first date that ended as soon as the meal did.

   September 22, 2026·53min
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   Number 2: GLD 579 - Don't Judge A Badass By Her Cover - with Jillian Michaels!

   Sometimes the conversations you almost don't have turn out to be the ones you never forget.Eight years ago, Brian sat down with Jillian Michaels expecting an intimidating conversation with one of the most recognizable - and opinionated - fitness personalities in the world. Instead, she became his favorite guest in the history of The Great Love Debate. So we're going back into the vault for a conversation that might be even more interesting today than it was in 2018. Jillian gets candid about confidence, body image, getting older, relationships, sexuality, communication, food, fitness, sleep, stress, and learning to stop trying to please everybody. She explains why hitting 40 finally brought her to a place of accepting her body - and why what we call a "midlife crisis" might actually be the moment you realize the way you've been living simply isn't sustainable anymore.She and Brian also get into why life gets unnecessarily complicated, the importance of keeping things simple, what strong communication really looks like when you're angry or overwhelmed, and why having more ways to communicate hasn't necessarily made us any better at it. A classic Great Love Debate conversation about health, love, confidence, balance, and discovering that the people who intimidate us most might have the most to teach us.

   September 15, 2026·55min
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   Number 3: GLD 578 - Outsourcing Love: Are We Too Lazy to Date?

   Are we actually too busy for love...or have we just gotten lazy about finding it? Brian the lovely, lively, and newly engaged Crystal Carroll for a wildly wide-ranging GLD about what happens when technology starts doing the romantic heavy lifting.We have dating apps to find the person, AI to write the texts, matchmakers to make the introductions, social media to investigate them, and Uber to make sure we don't even have to endure the ride home together. We have more ways to communicate than ever before - so why does it seem like we're getting worse at actually connecting? Brian and Crystal debate why men aren't approaching women anymore, whether modern dating has become too safe and convenient, why nobody seems willing to define the relationship, and whether outsourcing rejection is also outsourcing the very vulnerability required to fall in love. Plus: dating after divorce, why some people stay in marriages long after they know they're over, love bombing vs. actually loving someone, whether social media is a dating necessity or a giant red flag, the trouble with lying about your height - and Crystal's controversial rule that a guy might have to wait eight to ten dates for a kiss. Brian, unsurprisingly, has some thoughts!

   September 08, 2026·52min
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   Number 4: GLD 577 - The 2026 State Of The Date: Time To Call The Tow Truck

   What is the State of the Date in 2026? Brian takes stock of where men, women, attraction, pursuit, sex, flirting, and relationships stand right now - and why he believes we’ve somehow managed to take a lot of the fun out of the thing that’s supposed to be fantastic. Have men lost their motivation to pursue women? Have we demonized male desire to the point that guys have stopped trying? Have women become so independent and guarded that they’ve forgotten the power of being pursued? Is it time to "just be horny, baby?" Our full annual report delivered up hot and fresh. Plus, how Dolly Parton held the dating secret sauce!

   September 01, 2026·22min
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   Number 5: GLD 576 - I Have Already Forgotten You

   You want them to notice you, but what makes them remember you? "What's Wrong With Me?" host Cayla Cook returns - and this time she and Brian are trying to figure out what’s wrong with all of us. A funny, revealing, and occasionally uncomfortable look at what we bring into dating before the other person even gets a chance to screw it up. From childhood baggage and emotional walls to independence, vulnerability, gratitude, and the things we refuse to admit about ourselves, sometimes the biggest obstacle to finding love isn’t them. It’s us.

   August 25, 2026·57min
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