Wrong Way Forward

Katy Montgomery and Justin Joseph
  • 5.0 (43)
  • Society & Culture

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. 2d ago

    52. The Uncomfortable Questions Every Couple Should Ask

    Send us Fan Mail You know their favorite food. You know how they take their coffee. You probably know what side of the bed they sleep on. But do you know how much debt they have? Whether they want kids? How they handle anger? What makes them jealous? How important sex is to them? Or what happens when you can’t stand their mother? This week on Wrong Way Forward, Katy and Justin tackle the questions couples should be asking BEFORE they get married—and some of them get uncomfortable fast. They start with a big one: What is the most traumatic experience of your life, and how does the residue of that experience show up in your relationship today? Is your partner supposed to help you work through that baggage—or is expecting your spouse to become your therapist the wrong way forward?  Then they work through the questions that can make or break a relationship: Kids. Religion. Exes. Debt. Money. In-laws. Sex. Porn. Jealousy. Independence. Love languages. And the habits your partner has that make you absolutely insane.  And Katy raises another question: Should you only have these conversations before marriage—or should couples ask them again every five or ten years? Because the person you married at 25 may have very different answers at 40, 50 or 60.  But after all those questions, they land on one that may matter more than everything else: Does this person make you a better person?  Before you walk down the aisle—or if you've already been married for 20 years—this might be a conversation worth having. 🎧 New episodes of Wrong Way Forward every Thursday. 📧 wrongwayforwardpodcast@gmail.com 📱 720-251-4450 Follow Wrong Way Forward on Instagram, TikTok, Facebook, LinkedIn and YouTube.

  2. Sep 10

    51. The “Friday Rule” Every Parent Should Know

    Send us Fan Mail Your kid comes home and tells you another kid is mean, bossy, cruel, or making their life miserable. Your instinct? Step in and fix it. But should you? This week on Wrong Way Forward, Katy and Justin tackle the world of Mean Girls—and whether parents are getting way too involved in their kids’ relationships. When should you call another parent? When should you intervene? And when does stepping in actually rob your child of the chance to develop resilience and learn how to navigate conflict? Katy introduces the “Friday Rule”: before jumping into your kid’s drama, wait until Friday. Because the friendship crisis that feels catastrophic on Wednesday may be completely forgotten two days later—while the fight you start with another parent could last a whole lot longer.  Plus: Do Mean Boys exist? Justin remembers an insult from fifth grade that somehow stuck with him for decades, Katy confesses her enduring love of gossip, and the conversation eventually takes a sharp turn into celebrity gossip.  It’s parenting, bullying, resilience, gossip, and plenty of unsolicited advice on this week’s Wrong Way Forward. 🎧 New episodes every Thursday. 📧 wrongwayforwardpodcast@gmail.com 📱 Text us: 720-251-4450

  3. Sep 3

    50. The Best Life Advice Came From The Golden Girls

    Send us Fan Mail Maybe the best life advice didn’t come from a therapist, a self-help book, or some TikTok guru. Maybe it came from The Golden Girls. This week on Wrong Way Forward, Katy and Justin revisit one of the most iconic shows of their generation—and discover that underneath all those one-liners was some surprisingly great advice about getting older, friendship, loneliness, anger, loss, and actually enjoying the life you have. First up: You’re getting older. Get over it. Instead of obsessing over wrinkles, aches, weight, or whether anyone is still looking at you, what if getting older means finally knowing who you are—and realizing you don’t have nearly as much to prove?  Then there’s friendship. Could a real-life Golden Girls living arrangement actually be the answer to loneliness as we age? Katy and Justin talk about chosen family, decades-long friendships, and why having people around you may become even more important later in life.  And then Sophia delivers perhaps the best analogy ever for holding onto anger: it’s like shredded wheat stuck under your dentures. Let it sit there long enough and eventually it’s going to hurt you more than anyone else. That leads to a surprisingly serious conversation about resentment, emotional baggage, and learning to deal with anger before it takes over your life.  Finally, one of The Golden Girls’ most emotional moments leads to a simple lesson about friendship: don’t just show up for someone’s worst moments. Show up for their life.  Funny, nostalgic, occasionally inappropriate—and somehow still relevant decades later. Maybe The Golden Girls really did have life figured out. New episodes of Wrong Way Forward every Thursday. Email: wrongwayforwardpodcast@gmail.com Text: 720-251-4450 Follow us on YouTube, Instagram, TikTok, Facebook and LinkedIn.

  4. Aug 27

    49. Can You Ever Go Back? Boycotts, Bad Reviews & One Grocery Store Meltdown

    Send us Fan Mail You swore you’d NEVER go back. Then you realized… you actually really like the place. 😬 This week on Wrong Way Forward, Katy and Justin ask: When you boycott a business, do you actually have to stick with it? It starts with a dog groomer, a disastrous haircut and a bad Google review. Then there’s a man willing to give up his favorite Thai restaurant over $6 worth of spilled soup. And eventually, Justin confesses what happened at the grocery store when an elderly customer slowed down the self-checkout line. Katy’s verdict? 🏆 Ahole of the Year.** But underneath the ridiculousness is a real question: Are you actually standing up for your values—or are you just holding a grudge? We talk boycotts, bad reviews, Chick-fil-A, Amazon, self-checkout rage, empathy, and why sometimes being right isn’t nearly as important as we think it is. 🎙️ Wrong Way Forward — where bad advice goes to die. 📧 wrongwayforwardpodcast@gmail.com 📱 720-251-4450 Like, subscribe and follow us wherever you get your podcasts. #WrongWayForward #Boycott #BadAdvice #Petty #Grudges #Podcast #FunnyPodcast #LifeAdvice #CustomerService

  5. Aug 20

    48. ONE Thing You Should Do Today (Before You Die).

    Send us Fan Mail What if your obituary became the blueprint for how you live today? This week on Wrong Way Forward, we sit down with Mary McGreevy, creator of the wildly popular Tips From Dead People (450,000+ followers), to explore one of the most unexpected sources of life advice: obituaries. After reading thousands of obituaries, Mary has discovered that the people remembered most fondly aren't necessarily the richest, smartest, or most accomplished—they're the ones who made people feel something. In this fascinating conversation, we discuss:  Why most obituaries get it completely wrong  What people actually remember after you're gone  The biggest regrets people leave behind  Why your obituary shouldn't read like a résumé  How thinking about death can help you live a fuller, happier life today It's funny, surprisingly uplifting, deeply moving, and guaranteed to make you think differently about what really matters. 🎙️ Watch the full episode on YouTube or listen wherever you get your podcasts. Follow Mary McGreevy: 📱 @TipsFromDeadPeople (Instagram, TikTok, Facebook, YouTube & Substack) 📧 wrongwayforwardpodcast@gmail.com 📱 Text us: (720) 251-4450 Subscribe for new episodes of Wrong Way Forward every Thursday.

  6. Aug 13

    47. Are We Alone?

    Send us Fan Mail 👽 Are we alone in the universe... or are we just too arrogant to think otherwise? This week on Wrong Way Forward, Justin and Katy tackle one of their strangest—and surprisingly deepest—conversations yet. After surviving a disappointing alien blockbuster, the discussion turns into something much bigger: 🛸 Do you believe extraterrestrial life exists?  🛸 What would you ask an alien?  🛸 Could the discovery of intelligent life change religion?  🛸 Are curiosity and open-mindedness the real "right way forward?"  🛸 Why do humans assume aliens would look—or think—anything like us? Along the way, they roast Hollywood, debate UFO disclosures, question humanity's place in the universe, and ask whether we're simply too small-minded to imagine what's really out there. Whether you're a skeptic, a believer, or somewhere in between, this episode will definitely get you thinking. 🎙️ Watch the full episode on YouTube or listen wherever you get your podcasts. 📧 wrongwayforwardpodcast@gmail.com 📱 Text us: (720) 251-4450 Follow Wrong Way Forward on YouTube, Instagram, TikTok, Facebook, and LinkedIn for new episodes every Thursday.

  7. Aug 6

    46. Parents Are Making This HUGE Mistake

    Send us Fan Mail 🚁 Are we raising resilient kids... or just making life too easy? This week on Wrong Way Forward, we tackle one of our most controversial topics yet: 👉 Should parents be their child's friend?  👉 Is hustle disappearing?  👉 Should you really tell your kids they can be anything? We may not be parents—but we definitely have opinions. 😂 Watch the full episode wherever you get your podcasts or on YouTube. 💬 What's your take? We know this one will be divisive. 📧 wrongwayforwardpodcast@gmail.com  📱 Text us: (720) 251-4450 #WrongWayForward #Parenting #ParentingDebate #GenX #HelicopterParenting #Hustle #SelfReliance #Podcast #LifeAdvice #FranLebowitz

  8. Jul 30

    45. The Dinner Party Dilemma Nobody Wants to Talk About

    Send us Fan Mail What happens when someone who's been sober for a year wants to host a dinner party... but doesn't want a stocked bar? This week on Wrong Way Forward, Katy and Justin dive into a New York Times advice column that says recovering alcoholics simply shouldn't serve alcohol. Is that really the only option? From BYOB dinner parties and mocktail bars to "beverage captains," dry weddings, and one unforgettable U-Haul-turned-open-bar story, they explore whether there's a better, more realistic approach to balancing sobriety with hospitality. They also share stories about college drinking culture, why Gen Z is drinking less, the challenge of being the only sober person at a party, and why communication—not shame—is probably the best way forward. As always, they roast bad advice... and try to find a better answer. 📱 Follow Wrong Way Forward  YouTube, Spotify & Apple Podcasts  TikTok, Instagram, Facebook & LinkedIn 💬 Text the show: 720-251-4450 📧 Email: wrongwayforwardpodcast@gmail.com New episodes every Thursday. Because the only thing worse than taking bad advice... is giving it.

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5
out of 5
43 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
    55
  • Rating
    Explicit
  • Copyright
    © 2026 Wrong Way Forward
  • Show Website
    Wrong Way Forward

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