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From tight white jeans and too much cologne to pocket watches and… frequent pooters—Justin and Katy dive into the world of relationship deal breakers. What gives you “the ick”? Can you overlook it if everything else about a person lines up, or are some icks simply non-negotiable?

In this episode, we break down a real New York Times advice column about a date gone wrong and use it as a launchpad to explore the deal breakers that make or break relationships. Along the way, we share personal stories (yes, including pocket-watch guy), debate whether standards soften as we age, and confess our own unshakable icks.

Later in the show, we pivot to the hot topic of “Nepo Babies.” Are they talentless beneficiaries of privilege, or unfairly maligned artists who just happened to have famous parents? We tackle the nuance, the backlash, and whether opportunity equals entitlement.

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👉 Like, follow, and subscribe wherever you get your podcasts.
 👉 Got a disastrously bad piece of advice you want them to dissect? Email [email protected]
(don’t forget your contact info).

Podcast Music licensed by Wrong Way Forward Podcast and courtesy of OneRepeat

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Katy and Justin toast their recording marathon and put Amy Poehler’s “just tell him you like him” advice on the stand—especially the line, “What’s the worst that could happen?” They argue for boldness with due diligence, swap hilarious stories (including a “raw dogging” mix-up), read listener mail about the restaurant/wine showdown, and spar over the viral Philly foul-ball incident—graceful de-escalation vs. standing your ground.

#WrongWayForward #Podcast #ComedyPodcast #AdvicePodcast #PodcastLife #PodcastEpisode #NewPodcast #PodcastClip #FunnyPodcast #PodcastCommunity #TheLWord #LWord #LWordGenerationQ #QueerVoices #LGBTQPodcast #BadAdvice #WeeklyBadAdvice #LifeAdvice #AdviceGoneWrong #ComedyClips #RelatableHumor #FunnyFails #PopCulturePodcast #ModernLifeComedy #LaughWithUs #TrendingPodcast #YouTubePodcast #PodcastDiscovery #ViralPodcast #ListenNow #SubscribeNow #LikeAndSubscribe

👉 Like, follow, and subscribe wherever you get your podcasts.
 👉 Got a disastrously bad piece of advice you want them to dissect? Email [email protected]
(don’t forget your contact info).

“Some footage courtesy of Amy Poehler and used under the ‘fair use’ doctrine, 17 U.S.C. § 107, for purposes of commentary, criticism, and parody.”

Podcast Music licensed by Wrong Way Forward Podcast and courtesy of OneRepeat

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This week on Wrong Way Forward, Katy and Justin tackle one of the most famous advice-givers of all time: Oprah Winfrey. In her 2008 Stanford commencement address, she told graduates that “feelings are your GPS for life.” Sounds good, right? Or is that advice actually the wrong way forward?

Along the way, the duo roast Oprah’s guidance, swap personal stories (including Justin’s framed Oprah autograph moment), and debate whether trusting your gut is really enough when logic and data are ignored.

Plus: listener emails pour in on last week’s foul-ball parenting debate—was it courage or crowd-pleasing?—and the hosts finish with a surprisingly heated back-and-forth on whether tracking friends on Find My Friends/Life360 is harmless fun or a total boundary fail.

#WrongWayForward #Podcast #ComedyPodcast #AdvicePodcast #PodcastLife #PodcastEpisode #NewPodcast #PodcastClip #FunnyPodcast #PodcastCommunity #Oprah #OprahWinfrey #OprahQuotes #OprahMoments #OprahWisdom #OprahShow #SuperSoulSunday #OprahFans #OprahLife #BadAdvice #WeeklyBadAdvice #LifeAdvice #AdviceGoneWrong #ComedyClips #RelatableHumor #FunnyFails #PopCulturePodcast #ModernLifeComedy #LaughWithUs #TrendingPodcast #YouTubePodcast #PodcastDiscovery #ViralPodcast #ListenNow #SubscribeNow #LikeAndSubscribe

👉 Got bad advice for us to roast? Email [email protected]
(include your contact info).
👉 New episodes drop every Thursday—like, subscribe, and follow wherever you stream.

“Some footage courtesy of Stanford University and used under the ‘fair use’ doctrine, 17 U.S.C. § 107, for purposes of commentary, criticism, and parody.”

Podcast Music licensed by Wrong Way Forward Podcast and courtesy of OneRepeat

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Best friends, former attorneys, and professional truth-tellers Justin Joseph and Katy Montgomery kick off their brand-new podcast, Wrong Way Forward—the advice column reboot you never knew you needed.

In this inaugural episode, Justin and Katy look back on 34 years of friendship that started at Loyola University New Orleans, when Justin first heard Katy’s unmistakable Southern laugh behind him at freshman orientation. From that moment on, the two have been attached at the hip, navigating law school, careers, and life’s questionable advice together.

👉 Like, follow, and subscribe wherever you get your podcasts.
 👉 Got a disastrously bad piece of advice you want them to dissect? Email [email protected]
(don’t forget your contact info).

Podcast Music licensed by Wrong Way Forward Podcast and courtesy of OneRepeat

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Trailer 3 is here! 

Coming up on Wrong Way Forward, we’re taking on one of America’s leading funny women and the unconventional advice she gave a young girl. Spoiler: we’ve got thoughts. Big ones.

And the best part? Not just one, not two — but three full episodes of our podcast drop this Thursday. That’s three chances to laugh, cringe, and wonder if the “wrong way forward” is actually the only way forward.

Co-hosted by Katy Montgomery (lawyer, coach, executive whisperer, and professional advice destroyer) and Justin Joseph (lawyer & Emmy-winning former reporter)

Like. Subscribe. Share. Wherever you get your podcasts.
 Because the only thing worse than bad advice… is missing our podcast. 🎧

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🎬 TRAILER DROP 🎬

Two old friends.
 One dinner in Denver.
 🍷 A wine list disaster.
 👀 A sommelier upsell gone wrong.
 💥 And yes… somebody completely lost it.

Welcome to Wrong Way Forward — the podcast where we roast the world’s worst advice, call out bad behavior, and laugh our way through it all.

Episode One premieres September 18.
 🎙️ Streaming everywhere you get podcasts.

#WrongWayForward #PodcastTrailer #BadAdviceBetterLaughs #PodcastLaunch

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Well, bless your heart and clutch your pearls— She’s Katy Montgomery: Georgetown-educated lawyer, sought-after executive coach, and Southern-bred straight-shooter. He’s Justin Joseph: one time prosecutor and Emmy-award winning former FOX News investigative reporter, and your  overly opinionated best friend.

These best friends are serving subpoenas to bad advice weekly with Wrong Way Forward - the advice column reboot you never knew you needed.  Sparks fly. And, so does the hilarity.  Join them as they turn questionable wisdom into a masterclass of smart irreverence.

Launching September 18th, we’re coming for the worst advice from the week’s hottest topics. Think of it as a public service: we suffer through the nonsense so you don’t have to. Sign up now - streaming on your favorite podcast site.