Wrong Way Forward

Katy Montgomery and Justin Joseph

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,  former Emmy-award winning investigative reporter, and her wildly opinionated counterpart. 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.

  1. 1d ago

    40. Pride Without Punchlines

    Send us Fan Mail What does Pride mean in 2026? In this special Pride Month episode, Katy and Justin discuss allyship, identity, corporate virtue signaling, and a controversial HelloFresh campaign that left Justin asking whether Pride is being reduced to stereotypes. Along the way, they share personal stories about coming out, navigating today's political climate, and the importance of celebrating people for who they are. Plus, Justin tells the unforgettable story of the most surprising guest ever to attend his Pride pool party. #WrongWayForward #PrideMonth #LGBTQ #Allyship #Podcast

    25 min

  2. Jun 18

    39. When You Ask for Chic and They Give You Sh!t - What is TACKY?

    Send us Fan Mail Welcome back to Season 3 of Wrong Way Forward! After 34 years of friendship, Katy Montgomery and Justin Joseph thought they knew everything about each other. Then one weekend in Denver proved otherwise. What started as a debate about hosting, guest etiquette, restaurant manners, and questionable sheet quality quickly turned into a full-blown argument about one simple question: What does it mean to be tacky? From Taylor Swift's rumored Madison Square Garden wedding to tattoos, restaurant etiquette, open bathroom doors, tailgates gone wrong, and the now-infamous "Country Chic vs. Country Sh*t" incident, Katy and Justin explore whether standards have changed—or whether they're simply becoming the people who yell at clouds. In this episode:  ✔️ Is Taylor Swift's wedding idea tacky?  ✔️ Should guests criticize their host's sheets?  ✔️ Is ordering before everyone else rude?  ✔️ Have tattoos and personal expression changed social norms?  ✔️ Are we becoming more accepting—or just lowering our standards?  ✔️ At what point does "being yourself" become bad manners? Plus, a preview of what's coming in Season 3, including matchmaking, parenting debates, graduation advice, Pride Month discussions, and more. Question of the Week: What is something that was considered tacky 20 years ago that is completely normal today? Let us know in the comments. #WrongWayForward #Etiquette #Tacky #TaylorSwift #Podcast #Relationships #Friendship #LifeAdvice #Season3 #CountryChicVsCountryShit Text the show: 720-251-4450 Email: wrongwayforwardpodcast@gmail.com New episodes every Thursday. Where bad advice goes to die... and then gets resurrected so we can make fun of it.

    30 min

  3. Jun 4

    38. What We Learned From Giving Advice Nobody Asked For: Season 2 Highlights!

    Send us Fan Mail Season 2 is officially in the books! In this special season finale of Wrong Way Forward, hosts Justin Joseph and Katy Montgomery look back at some of the biggest, funniest, and most thought-provoking moments from the season. From asking the controversial question, "Are You a Karen?" to discussions about cutting in line, apologies, difficult conversations, modern etiquette, and the advice that may be holding you back, we're revisiting the episodes that sparked the strongest reactions from listeners. Along the way, we'll share behind-the-scenes stories, favorite moments, lessons learned, and a few surprises as we reflect on what we've discovered together this season. Whether you've been with us from Episode 1 or are just finding the show, this is the perfect place to catch up on the conversations everyone was talking about. Thank you for listening, sharing, commenting, and challenging us to think differently. Season 3 is already in the works, and we can't wait to continue the conversation. 📱 Text the show: 720-251-4450 🎙️ Subscribe for new episodes and clips: • YouTube • Apple Podcasts • Spotify What was your favorite episode from Season 2? Let us know in the comments. #WrongWayForward #Podcast #Karen #Etiquette #SelfImprovement #Relationships #Communication #PersonalGrowth #LifeAdvice #SeasonFinale

    19 min

  4. May 28

    37. Bad Guests & Birthday Meltdowns

    Send us Fan Mail A woman crashes a birthday party, gets drunk, fights over cake… and then steals the entire thing. Naturally, Katy and Justin have thoughts. 🎂🚔 This week on Wrong Way Forward, we dive into the internet-famous “Cake Tug-of-War” advice column and debate boundaries, family loyalty, emotional regulation, and whether stealing buttercream is grounds for an immediate breakup. Plus: 🍰 Why the brother may actually be the worst person in the story 🍷 COVID-era party dynamics and social meltdowns 💸 Gwyneth Paltrow’s spicy comments on the ultra-rich 🚩 First impressions, family drama, and absolute chaos Listen now wherever you get your podcasts. 🎙 Wrong Way Forward with Katie Montgomery & Justin Joseph 📧 wrongwayforwardpodcast@gmail.com #WrongWayForward #Podcast #ComedyPodcast #RelationshipDrama #AdviceColumn #DearPrudence #CakeGate #FamilyDrama #FunnyPodcast #PopCulture #GwynethPaltrow #HotTakes #Storytime #PodcastLife #SpotifyPodcasts #ApplePodcasts #YouTubePodcast #Comedy #ViralStories #DramaPodcast #CakeHeist #BadAdvice #PodcastEpisode #KatieAndJustin

    21 min

  5. May 21

    36. Sh!tting Yourself for Enlightenment. What is Ibogaine?

    Send us Fan Mail This week on Wrong Way Forward, Katy and Justin dive headfirst into the wild world of psychedelic healing drugs — from ayahuasca and ibogaine to ketamine and MDMA therapy. Inspired by a New York Times story about a journalist traveling to Mexico for a 12-hour ibogaine trip, the two debate whether these mind-altering experiences are the right way forward… or just a really expensive way to hallucinate while vomiting into a bucket. Katy is fascinated by the idea of unlocking trauma, healing PTSD, and discovering an “unmarred” version of yourself. Justin? He’s mostly concerned about seeing demons, losing control, and publicly pooping himself in front of strangers. The conversation spirals into Aaron Rodgers, celebrity breakdowns, Britney Spears, ketamine therapy, bad vacation priorities, and the terrifying possibility that psychedelics might actually work. Would you try a drug that could completely change your life… if it also came with a 12-hour hallucination, heart monitors, and possible diarrhea? Hit like and subscribe and come back every Thursday for new episodes of Wrong Way Forward.

    23 min

  6. May 14

    35. The Most Infuriating of ALL Human Behavior: Line Cutting

    Send us Fan Mail This week on Wrong Way Forward, Katy and Justin absolutely lose their minds over one of society’s greatest crimes: cutting in line. From airport chaos to airplane aisle vultures to people who think “community norms” don’t apply to them, the duo dives into why basic manners seem to be disappearing in real time — and why line-cutting somehow feels like a full-blown attack on democracy. Then things spiral into celebrity bad behavior, including: • Katy Perry’s increasingly chaotic reputation • The billionaire takeover of the Met Gala • Jeff Bezos backlash and Lauren Sánchez discourse • Why nobody wants tech bros on the red carpet • Whether space tourism is inspiring… or just rich people cosplay Also discussed: wheelchair line ethics, airport rage, Nicole Kidman never aging, “boob shelf” fashion, people standing up before the plane lands, and why Justin is apparently always one public inconvenience away from committing a felony. As always, Wrong Way Forward asks the important question: Are people getting ruder… or are we just finally noticing? Listen now wherever you get your podcasts.

    24 min

  7. May 7

    34. Your Hair or Your Package? Has Looksmaxing Gone Too Far?

    Send us Fan Mail This week on Wrong Way Forward, Justin and Katy dive headfirst into one of the internet’s most disturbing trends: “looksmaxing.” From jaw-breaking “beauty hacks” to influencers asking strangers “would you sex me,” the duo breaks down how far people are willing to go for attention—and whether it’s confidence… or complete delusion. They unpack the rise of viral figure “Clavicular,” whose extreme content has earned millions of followers—and landed him in the hospital. Is this self-improvement, or a dangerous spiral fueled by social media validation? And more importantly… why are people rewarding it? But it’s not all chaos. In a sharp turn, they spotlight a brilliant young physicist being called “the next Einstein,” proving not everyone is chasing fame the wrong way. 🔥 Brutal honesty, hilarious takes, and a debate you won’t forget:  Is looking better actually making us worse? 🎧 Watch, laugh, and question everything—only on Wrong Way Forward. 📲 New episodes every Thursday. Like, subscribe, and join the chaos.

    24 min

  8. Apr 30

    33. Dying Moms, Bad Bosses, and Rat Boys

    Send us Fan Mail Bad advice meets brutal reality in this week’s episode of Wrong Way Forward. A longtime employee’s mother is dying… and her boss still wants the meetings. Is this heartless corporate nonsense—or a failure of communication on both sides? Justin and Katy break down one of the most uncomfortable advice columns out there and ask the question nobody wants to answer: where does empathy end and accountability begin? From newsroom chaos (yes, including being sent to cover a single snowflake on Christmas Eve) to the art of “contracting” your work relationships before things fall apart, this episode is a masterclass in what happens when expectations are never clearly set. And because we can’t help ourselves—Timothée Chalamet enters the chat, takes a swing at ballet and opera, and somehow becomes the villain of the arts community overnight. It’s messy. It’s funny. It’s a little too real. New episodes drop every Thursday. Subscribe, follow, and send us the worst advice you’ve ever heard—we’ll roast it. 📩 wrongwayforwardpodcast@gmail.com

    29 min
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Trailers

5
out of 5
41 Ratings

About

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,  former Emmy-award winning investigative reporter, and her wildly opinionated counterpart. 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.

Information

  • Creator
    Katy Montgomery and Justin Joseph
  • Years Active
    2025 - 2026
  • Episodes
    43
  • Rating
    Explicit
  • Copyright
    © 2026 Wrong Way Forward
  • Show Website
    Wrong Way Forward

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