Katy Montgomery and Justin Joseph

Wrong Way Forward

Society EN ↓ 45 episodes

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 f...

Author

Katy Montgomery and Justin Joseph

Category

Society

Latest episode

Jul 9, 2026

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Episodes

42. Useless Advice from Someone Besides Us (Graduation Episode) 09.07.2026

Send us Fan Mail This week on Wrong Way Forward , Katy and Justin tackle one of life's biggest milestones: graduation . Why are commencement speakers suddenly getting booed? Should graduation speeches focus on inspiration—or uncomfortable truths like AI and the future of work? And does anyone actually remember what was said once the caps hit the air? The conversation also dives into the rise...

41. How Ugly Is Too Ugly? 02.07.2026

Send us Fan Mail What actually makes someone attractive? Is it their face, their body, their bank account... or something much deeper? This week on Wrong Way Forward , Katy and Justin tackle one of the most uncomfortable—and hilarious—topics we've ever discussed: ugly. From the college game of "Face or Body?" to pretty privilege, GLP-1s, plastic surgery, dating standards, aging, and...

40. Pride Without Punchlines 24.06.2026

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 celebra...

39. When You Ask for Chic and They Give You Sh!t - What is TACKY? 18.06.2026

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: Wha...

38. What We Learned From Giving Advice Nobody Asked For: Season 2 Highlights! 04.06.2026

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 etiquet...

37. Bad Guests & Birthday Meltdowns 28.05.2026

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: 🍰 W...

36. Sh!tting Yourself for Enlightenment. What is Ibogaine? 21.05.2026

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...

35. The Most Infuriating of ALL Human Behavior: Line Cutting 14.05.2026

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 democra...

34. Your Hair or Your Package? Has Looksmaxing Gone Too Far? 07.05.2026

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,”...

33. Dying Moms, Bad Bosses, and Rat Boys 30.04.2026

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...

32. From Helpful to Hateful: When Reviews Go Too Far 23.04.2026

Send us Fan Mail This week on Wrong Way Forward , Katy and Justin dive into something we all do—but rarely think about: leaving reviews. Are reviews actually helpful… or are they just emotional drive-bys from people having a bad day? From choosing hotels, doctors, and even dog trainers based on star ratings to questioning whether we’ve lost the ability to think for ourselves, this episode explores...

31. Smoke Signals: Your Marriage Is in Trouble 16.04.2026

Send us Fan Mail This week on Wrong Way Forward , Katy and Justin tackle a deceptively simple question that spirals into a full-blown relationship debate: If you’re the breadwinner, do you get to decide what your partner spends money on? It starts with cigarettes—but quickly turns into something much bigger. When a husband refuses to fund his wife’s smoking habit, is he setting a reasonable bounda...

30. Stop Falling, Start Listening: The War With Aging Parents 09.04.2026

Send us Fan Mail This week on Wrong Way Forward , we tackle something no one wants to deal with—but everyone eventually has to: Your parents are getting older… and they’re not listening to you. We break down a Dear Abby letter where a daughter is watching her mom fall—literally—while refusing to use a walker… and still making casino runs like nothing’s wrong. So what’s the right move? Do you step...

29. Born to Donate. A Savior Sibling Dilemma 02.04.2026

Send us Fan Mail This week on Wrong Way Forward , we ask a question that escalated WAY faster than expected: Do you owe your family a literal piece of your body? We unpack a wild story of a “savior sibling” — a woman born to medically save her brother — who’s now being asked (read: demanded) to donate a kidney to the same brother she barely has a relationship with… after a lifetime of being treate...

28. Flexing Your Apology Muscle 26.03.2026

Send us Fan Mail What makes a real apology… actually work? This week on Wrong Way Forward , Justin and Katy break down the anatomy of an apology—and why most people get it completely wrong. Using everything from viral “apology tours” to Will Smith’s infamous Oscars moment, they unpack the difference between saying sorry and actually taking responsibility. Because spoiler: “I’m sorry you feel that...

27. Terrible Advice for Surviving the Apocalypse 19.03.2026

Send us Fan Mail Is it just us… or does the world feel completely out of control? Between the 24-hour news cycle, endless social media, and a constant stream of global crises, it’s easier than ever to fall into the anxiety spiral. In this episode of Wrong Way Forward , Justin Joseph and Katy Montgomery tackle a question a listener sent in: How do you stay sane when the news makes you feel like the...

26. The Awards Show Moment Everyone Is Arguing About. We are too. 12.03.2026

Send us Fan Mail This week on Wrong Way Forward , Katy and Justin tackle one of the most uncomfortable moments of the awards season — the BAFTA incident involving a Tourette’s advocate whose involuntary outburst stunned the room during a live broadcast. The debate quickly becomes bigger than the moment itself: when something offensive happens involuntarily, do we judge the intent or the impact? Th...

25. Yelling at Garbage Men & Other Signs You’re Not Thriving. We interview author Jon Rosemberg. 05.03.2026

Send us Fan Mail This week on Wrong Way Forward , Katy and Justin officially admit it: They are not thriving. Katy is rage-spiraling over lawn chairs.  Justin is yelling at garbage men.  And both of them are sleeping 14 hours a night but somehow still exhausted. Enter Jon Rosenberg — author of A Guide to Thriving — to gently explain why their brains are wired for doom, why shame might actually be...

24. Can You Be a Feminist and Still Expect Him to Pay? 26.02.2026

Send us Fan Mail This week on Wrong Way Forward , Katy and Justin litigate one of the most chaotic first-date questions of all time: should men pay? We react to Scott Galloway’s “always pay” argument, debate the golden rule (whoever invites pays), and unpack what the bill actually signals—initiative, care, cheapness, or just different expectations. Then we make a hard left into the internet’s newe...

23. WOAT Would Jesus Do? The Case For/Against Brutal Honesty 19.02.2026

Send us Fan Mail If honesty is the best policy… does it need to come with brass knuckles? This week on Wrong Way Forward , Katy argues for empathy, Justin defends “brutal honesty without cruelty” (??), and a Dear Abby letter about a WOAT fiancée sends them into full courtroom mode. We cover: Intention vs. impact Why most people don’t actually want unfiltered truth When direct honesty might save a...

22. If You’re Asking, You’re Not the Favorite 12.02.2026

Send us Fan Mail What do bedwetting, summer camp humiliation, and parental favoritism have in common? Apparently… everything. Justin and Katy read an unhinged listener email about peeing the bed at camp, unpack why former bedwetters develop elite crisis-management skills, and spiral into a deeply relatable conversation about shame, survival, and whether parents actually have favorite children (spo...

21. Get Over Him or Get Under Someone Else? (A Housewives Debate) 05.02.2026

Send us Fan Mail Is there a respectful way to move on… or is getting under someone the fastest path forward? This week on Wrong Way Forward , Katy Montgomery and Justin Joseph debate Real Housewives breakups, public rebounds, and whether discretion still matters when relationships end — especially when kids and paparazzi are involved. The conversation spirals (naturally) into: Future faking — what...

20. Grinding, Grievances & Growing Up Beckham 29.01.2026

Send us Fan Mail This week on Wrong Way Forward , Katy and Justin wade into a celebrity family feud so messy it makes group texts look civilized: Brooklyn Beckham vs. the House of Beckham . We unpack scorched-earth strategies, alleged wedding drama, grinding rumors that live rent-free in everyone’s head, and what happens when family conflict goes public before anyone’s prefrontal cortex is fully c...

19. Am I a "Karen"? Here's the Test. 22.01.2026

Send us Fan Mail Are you a Karen… or are you just assertive? 😅 This week on Wrong Way Forward , Katy Montgomery and Justin Joseph break down what “Karen” actually means (spoiler: it’s more than just asking for the manager) and whether blunt honesty is confidence… or weaponized entitlement. We unpack the five “Karen” traits—neighborhood watch syndrome, escalation as a hobby, selective rule-followi...

18. Drink Less January (Terms Apply) 15.01.2026

Send us Fan Mail Dry January? Not exactly. In this episode of Wrong Way Forward , Katy and Justin take on Drink Less January (Terms Apply) —the loopholes, the pressure, the weight talk, and the minefield of trying to “encourage” healthier habits without blowing up your relationships. From Dear Abby disasters to GLP-1s, football exemptions, and why unsolicited honesty is rarely helpful, this episod...

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