Wrong Way Forward
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 s...
27. Terrible Advice for Surviving the Apocalypse
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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 world is falling apart?
Spoiler: the advice column they found says to “plant flowers.” Justin and Katy are...
26. The Awards Show Moment Everyone Is Arguing About. We are too.
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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?
They break down what Tourette’s and coprolalia actually are, whether the event organizers handled the situation correctly, and why the on-stage apology may have made things worse. From live televi...
25. Yelling at Garbage Men & Other Signs You’re Not Thriving. We interview author Jon Rosemberg.
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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 useful (rude), and why success is not the same thing as thriving (Justin objects).
They unpack:
Why yo...24. Can You Be a Feminist and Still Expect Him to Pay?
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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 newest thirst trap: competency porn—why watching someone be excellent at their job is suddenly hotter than abs. From Suits to Top Chef to...
23. WOAT Would Jesus Do? The Case For/Against Brutal Honesty
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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. impactWhy most people don’t actually want unfiltered truthWhen direct honesty might save a lifeAnd whether you should EVER tell your sibling their partner is the worst of all timePlus: a deeply elegant public response from Melinda Gates tha...
22. If You’re Asking, You’re Not the Favorite
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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 (spoiler: research says yes).
Also discussed: Purdue studies, grandparents playing favorites, and why the Montgomery Grip may have ruined at least one listener’s life.
Watch on YouTube or listen wherever you get your podcasts.
21. Get Over Him or Get Under Someone Else? (A Housewives Debate)
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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 it is, why it’s manipulative, and how to spot itWhy promises without action are a dating and workplace trapBrutally honest breakup lines (and whether they’re clarity or cruelty)The differ...20. Grinding, Grievances & Growing Up Beckham
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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 cooked. Is Brooklyn bravely speaking his truth—or impulsively burning bridges? And if you’re David and Victoria Beckham, do you stay silent, lawyer up, or call a family...
19. Am I a "Karen"? Here's the Test.
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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-following, intellectual inflexibility, and more—then apply them to a Dear Abby-style dilemma: two cold, soggy sandwiches, a 45-minute wait, and a friend who keeps calling you a Karen. So… is she a Karen, or just in the w...
18. Drink Less January (Terms Apply)
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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 episode asks the real question:
Is it accountability… or are you just being an ass?
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17. WWF Season 1: Top 5 Moments That Changed No One’s Life
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Justin & Katy share their Top 5 favorite moments from the show — the funniest stories, wildest viewer emails, and most ridiculous debates from across all episodes. Whether it was rawdogging flights, HOA nudity disputes, or Thanksgiving meltdown etiquette, these are the moments that shaped Wrong Way Forward. A perfect catch-up episode for new listeners and longtime fans.
16. Ho-No-No: A Holiday Guide to Getting Gifting Wrong
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This week Katy and Justin unwrap the chaos of holiday gifting—self-gifts, re-gifts, bad gifts, $600 table lamps, and Dr. Ruth’s shockingly bold “best gift you can give yourself.” Plus, the viral turkey trot prank that divided the internet…and this podcast.
15. Confessions on Doomscrolling from 2 Former Bedwetters
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This week on Wrong Way Forward, Katy and Justin return from Thanksgiving with puppies, storms, and some startling realizations about their phone habits. What begins as an innocent chat about boredom quickly unravels into a full-blown intervention on overstimulation, doomscrolling, and why watching TV while also scrolling TikTok might be the new American pastime.
Katy wonders whether she’s lost the ability to sit still without a screen, Justin admits he can't read without mentally leaving his body, and together they unpack Jo...
14. Rings, Things, and Holiday Mood Swings
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In this week’s episode, Justin and Katy dive headfirst into holiday chaos—from competitive Thanksgiving gratitude circles and the eternal “why am I always assigned the rolls?” dilemma to HOA nudity disputes featuring a topless sunbather and one very dramatic neighbor. They also tackle engagement-season etiquette, including whether wearing a fake ring to a job interview is genius or deranged, and who actually deserves to keep the ring when an engagement ends. It’s petty, it’s hilarious, and it’s exactly the kind of bad advice that Wrong Way Forward was made to roast.
<...13. Pass the Turkey, Not the Trauma: Thanksgiving Etiquette
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It’s our Thanksgiving Special, and Katy and Justin are diving headfirst into the holiday that’s equal parts gratitude and emotional landmines. From navigating political potholes at the dinner table to deciding when alcohol becomes “a little festive” versus “a full-blown family intervention,” we break down the etiquette, the angst, and the absolute absurdity of Turkey Day.
Katy shares her road-trip plans to Asheville, Justin confesses his family’s annual Las Vegas escape, and together they unpack everything the morning shows don’t tell you: how to set boundaries, when to exit a c...
12. Hoe, Hoe, Hoe: Neighbor Gardens in the Nude. Please Help.
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This week on Wrong Way Forward, Katy Montgomery and Justin Joseph get down and dirty—literally—with one of the strangest advice columns yet: a woman whose neighbor insists on gardening in the nude. From bare-bottom begonias to a teenager too traumatized to step outside, the duo peels back (too many) layers of suburban exhibitionism and asks: when does body confidence cross into public indecency?
Expect laughter, strong opinions, and some deeply unfortunate childhood pool stories. Then, the hosts tackle an even juicier neighbor feud—a man who built a massive stone...
11. Alexa, Build Me a Boyfriend (And One for Katy, Too).
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This week on Wrong Way Forward, Justin and Katy start with an age-old dilemma — Should you let your fiancé go to a bachelor party with strippers? — and somehow end up feeding their own podcast transcripts into an AI to build digital boyfriends. Because of course they do.
Katy channels her inner advice columnist while Justin relives his Vegas strip-club trauma (complete with ping-pong balls and existential regret). What begins as a debate over trust and temptation spirals into the wild world of AI relationships, Elon Musk’s “Annie” love bot, and the unsettling...
10. Boundaries, Boob Shelves, And The Tip Screen
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From “boob shelves” at black-tie events to sleeveless regret in Sin City, this week’s episode of Wrong Way Forward tackles the messy intersection of self-image, double standards, and fashion faux pas.
The duo dives into the Lauren Sánchez “boob shelf” phenomenon, asking the real questions: when is it empowering, when is it performative, and why are we still talking about women’s bodies instead of their brains?
And just when you think it can’t get more ironic—enter a new sponsor offer from a Catholic bishop’s podcast. (Yes, real...
9. Boo-Jee Behavior: Trick-or-Treat Takedown
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This week, Justin and Katy unpack a Dear Prudence letter that’s giving major “I already pay enough taxes” energy — a wealthy neighbor outraged that kids from other ZIP codes are trick-or-treating on her block. Justin insists Halloween should be about knowing your neighbors (and not your candy ROI), while Katy counters with empathy — and a few choice words about narcissism, Costco, and candy equity.
From there, the duo pivots to the Ryder Cup heckling fiasco, asking where fandom ends and public tackiness begins. Spoiler: if you’re throwing bee...
8. The Problem with Platitudes & What to Say Instead
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Episode: “Platitudes Are the Wrong Way Forward”
When life gets messy, why do we reach for lazy lines like “everything happens for a reason,” “it is what it is,” or “forgive and forget”? This week, Katy and Justin unpack why platitudes feel dismissive—and what to say instead when someone is grieving, stressed, or stuck. Katy shares the raw truth of losing her mom and the unhelpful clichés that followed; Justin opens up about a family loss and the comfort of honest, imperfect words. They dig into workplace versions of platitudes, offer p...
7. Friendship, Without the Guilt
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Friendships evolve — some flourish, some fade, and others need a graceful exit strategy. This week, Katy and Justin tackle advice on ending a friendship with “immense displeasure,” unpack the new vows of modern friendship, and debate when ghosting crosses the line from self-preservation to pure cowardice. Expect laughs, a few confessions, and at least one story involving a ghosting accountant and a very confused dog.
💌 Got bad advice worth roasting? Email: wrongwayforwardpodcast@gmail.com
Podcast Music licensed by Wrong Way Forward Podcast and courtesy OneRepeat
6. Ninety Seconds to Happy? We Call Bullsh*t on Tony Robbins
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From Tony Robbins’ infamous “90-second rule” to Coldplay’s viral kiss cam scandal, Justin and Katy take on bad advice and messy real-life situations that deserve a second look. Is life really too short to suffer—or is that just a quick fix that ignores the real work of grief, growth, and emotional intelligence?
In this episode, we break down Tony Robbins’ advice about flipping your mindset in 90 seconds and argue why it’s the wrong way forward. Along the way, we share personal stories about loss, rejection, and resilience—and why quick fixes ofte...
5. How to Lose Friends and Annoy Neighbors - Our Top Pet Peeves (Today)
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From political yard signs and spray-painted sidewalks to cloudy ice cubes, sidewalk hogs, and the tragic death of handwritten thank-you notes—Justin and Katy dive headfirst into the everyday pet peeves that feel like full-blown crimes against aesthetics.
In this episode, we unpack the habits, décor choices, and neighborhood “statements” that ruin the vibe. Why do some people think inflatables belong on every lawn? When did a lazy “thanks” text replace a handwritten note? And why does bad ice trigger Justin’s inner diva?
Along the way, we share personal stor...
4. Love Stinks (Literally) and other Relationship Icks
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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...
2. Do Your Drop the L-Word? Our Take
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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.
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3. Following your Gut: Bad Idea in a Sexy Outfit?
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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 la...
1. Reservation Required, Restraint Optional
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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.
👉 Li...
Trailer #3: Taking on the Funny Girl
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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 ad...
Trailer #2: What Happened in the Restaurant
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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
What happened in the Restaurant: Trailer 2
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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
Trailer #1: Wrong Way Forward - Roasting the Worst Advice Ever
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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...