How I Failed in Business

Season 2 | Episode 48 | The One With the End of Season 2 This week on How I Failed in Business, things get reflective, competitive, and just a little bit emotional as we officially wrap up Season 2. We take a moment to look back on everything this season has thrown at us, the lessons, the laughter, the chaos, and the moments we definitely didn’t see coming. From unforgettable guests to unexpected...

Season 2 | Episode 47 | The One With the Furry Confusion This week on How I Failed in Business, slightly inappropriate and very educational… whether we wanted them to be or not. We kick things off with a nostalgic trip back to the Covid years — from Zoom quizzes and bizarre lockdown rules, to the business decisions people made during that strange time (some better than others). Rob reflects on wor...

Season 2 | Episode 46 | The One With The Talent Show Stars This week on How I Failed in Business, things get emotional, inspiring, and unexpectedly theatrical. We’re joined by Laura and Kon-ick , co-creators of the We Are Together App , who share the deeply personal story behind why they decided to build something to support others going through one of life’s most difficult experiences. After navi...

Season 2 | Episode 46 | The One With Self-belief This week on How I Failed in Business... We kick things off with a very important Easter discussion, which naturally gets on to the topic of love eggs (and if you don't know what they are, please don't google them) We then introduce our guest Joe Reeves, founder of I Am Joe Reeves Ltd, to talk about his journey as a professional saxophonist — a stor...

Season 2 | Episode 44 | The One With the Thirst Trap This week on How I Failed in Business, things get slightly inappropriate. We kick things off with an unexpected apology from Meg... what for exactly is still up for debate, but it felt necessary. Whether it’s accountability or damage control… we’ll let you decide. From there, we unpack a couple of recent events we've worked — the good, the bad,...

Season 2 | Episode 43 | The One With the Supermarket Slander This week on How I Failed in Busines s , things get competitive … again. Meg and Rob take part in a Mystery Mishaps rematch. The stakes are high, the confidence is questionable, and it quickly becomes clear that our department store knowledge could do with a serious polish. There’s guessing, debating, and a strong commitment from both si...

Season 2 | Episode 42 | The One With Poor Work Ethic This week on How I Failed in Business, things get educational, confrontational, and mildly disciplinary. We kick things off with an introduction to the world of hopecore, the highly motivational internet trend that’s become Megan's whole personality. From there, the conversation turns to leadership, what good leadership actually looks like, the...

Season 2 | Episode 41 | The One Where Rob Walks Out This week on How I Failed in Business, things almost get out-of-hand ... thank god we had a mediator in the room 😅 We’re joined by Katy Harris , founder of Mediation Matters Midlands and The London Mediation Company , and co-host of Bridging the Gap Conference 2026 . Katy spends her days helping people navigate conflict, difficult conversations,...

Season 2 | Episode 40 | The One With Too Much Positivity This week on How I Failed in Business, things get unexpectedly deep and unapologetically positive. But first, we start with Megan sharing her near-death experiences — a collection of moments that definitely shortened her life expectancy and forced some perspective shifts. Then we’re joined by Hollie Thompson, founder of Scent 3, to dive into...

Season 2 | Episode 39 | The One Where Everyone Is Stressed This week on How I Failed in Business, everything is slightly unhinged, because everyone is stressed. We kick things off talking about the Year of the Horse, why it’s apparently cursed for Megan and Molly, and how sometimes the universe really does feel like it’s personally beefing with you. Then we dive into the absolute chaos of double (...

Season 2 | Episode 38 | The One With the Head of Nerdy Shit This week on How I Failed in Business, we’re joined by one of our very own, Owen MacKinnon, aka Head of Nerdy Shit at Paragon Sales Solutions. We unpack Owen’s career journey from recruitment into sales, the lessons learned along the way, and how finding the right job can completely change your trajectory. It’s a conversation about growth...

Season 2 | Episode 37 | The One With the Skateboarding Incident This week on How I Failed in Business, things get creative, candid, and physically dangerous (for Shaun). We’re joined by Shaun Cole , and we get straight into the reality of running a creative agency — the wins, the mess, the constant learning curve, and the moment you realise being the boss absolutely does not mean you’ve got it all...

Season 2 | Episode 36 | The One With Megan’s Bad Dreams This week on How I Failed in Business, things get psychological, painfully honest, and slightly unhinged (mostly for Megan).\ We kick things off with a look into video marketing - why it’s everywhere, why it works, and how even marketers themselves can still fall for the very tactics they help create. Proof that no one is immune to good story...

Season 2 | Episode 35 | The One With Rob’s Receding Hairline This week on How I Failed in Business, things get educational, emotional, and follicular. We start by attempting to learn different languages and absolutely butchering a few accents, and say a heartfelt thank you to all our listeners across the globe! We're then joined by Kate Holohan, a specialist in trichology, who brings both expertis...

Season 2 | Episode 34 | The One With the Human Mannequin This week on How I Failed in Business, we’re back, and we’re easing in the only way we know how: a bit of life admin, big plans for the year ahead, and stories that quickly spiral into “how did we even get here?” territory. We kick things off by catching up on what we got up to over the break and the goals we've been setting for the year ahe...

Season 2 | Episode 33 | The One Where We Got Tipsy for New Years This week on How I Failed in Business , we’re ringing in the new year the only way we know how… with a drink in hand, a little bit of chaos, and a surprising amount of reflection. We kick things off by raising a glass to 2025 , celebrating the moments that made us laugh, cringe, and go “did that really happen?!” — before getting prop...

Season 2 | Episode 32 | The One With Megan’s Birthday Surprise 🎉 This week on How I Failed in Business, things get emotional The episode kicks off with our usual, perfectly normal chit-chat — with Megan completely unaware of what's about to happen... What follows is a full-blown “This Is Your Life” -style celebration, as Rob reveals a disturbing number of stories from Megan’s childhood (some of w...

Season 2 | Episode 31 | The One With the Comedy Legends This week on How I Failed in Business, we welcome perhaps our funniest guest yet — the brilliant (and dangerously quick-witted) Liam Fish. If you’ve ever wondered what happens when you mix Christmas chaos, stand-up comedy, and career lessons… well, this episode is for you. In this episode, we dive into: Our Christmas plans - including the sur...

Season 2 | Episode 30 | The One With All The Inappropriate Jokes This week on How I Failed in Business, we welcome the brilliant Radosław Wróblewski — founder of Sparrow Construction — a man who knows a thing or two about building things that don’t fall apart… unlike some of our business decisions. In this episode, we break down: What running a construction company teaches you about leadership and...

Season 2 | Episode 29 | The One With the Branding Police This week on How I Failed in Business, we dive into the wild world of branding — and why getting it right isn’t optional. We’re joined by the brilliant and insightful Sharon Lewin, who helps us unpack what branding really says about your company, and why it matters more than you might think. Together we explore: Logo, colour palette, tone of...

Season 2 | Episode 28 | The One With the Big Ego This week on How I Failed in Business, we’re back from an eventful trip to London—complete with stories, masterclasses, and a fresh batch of questionable ideas. We’re also joined by the brilliant Mark Harris of Digital Consultancy Services , who brings some serious wisdom, whilst still adding some chaos, to the studio. Of course, it wouldn’t be our...

Season 2 | Episode 27 | The One Where We Got Scammed This week on How I Failed in Business, we (Rob) decided to order a mystery police evidence box from the internet (or dark web)... and we’re taking you along as we crack it open and uncover whatever bizarre items are hiding inside. But the chaos doesn’t stop there. Between sketchy boxes, questionable decisions, and one very heated round of Myster...

Season 2 | Episode 26 | The One With Imposter Syndrome This week on How I Failed in Business, we’re joined by the inspiring Sukhjeet Singh— founder of Agency 14, creative entrepreneur, and proof that age is just a number when it comes to chasing your dreams. At only 19, Sukhjeet has already built a growing, successful business! This episode dives deep into the reality of imposter syndrome — what i...

Season 2 | Episode 25 | The One With Beyoncé’s Biggest Fan This week on How I Failed in Business, we’re joined by the fabulous JC — Marketing and Communications Officer for Greener Future Leicester and unapologetically Beyoncé’s biggest fan! This episode is all about passion, purpose, and a healthy dose of pop culture. We dive into how creativity fuels impact, why being bold matters, and even mana...

Season 2 | Episode 24 | The One With 2 Tricks 1 Treat This week on How I Failed In Business, we’re trading business fails for boos, ghouls, and all things Halloween - we dive head first into the magic (and mischief) of the season. So grab your pumpkin spice latte and settle in for an episode full of laughs, nostalgia, and a little bit of spooky storytelling. In this episode: Our all-time favourite...