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 mishaps, it’s been a season packed with stories that prove business rarely goes exactly to plan.

But before we close the chapter, we thought it was only right to put ourselves to the test.

We play a quiz to see just how well we actually know our own podcast — and it quickly becomes clear that confidence doesn’t always equal knowledge. There’s guessing, debating, and a few humbling moments along the way.

We also hand out some very official (and highly prestigious) end-of-season awards to some of our favourite guests — celebrating the people who made this season what it was, and the moments we’re still talking about.

And finally, we take a trip down memory lane with an emotional highlights video that reminds us just how far the podcast has come — and why we keep showing up week after week.

In this episode, expect:

• A look back at the highs, lows, and chaos of Season 2
• Our plans and big ambitions for Season 3
• A quiz testing our knowledge of our own podcast (with mixed results)
• The official end-of-season awards 🏆
• A nostalgic trip down memory lane
• Emotional moments, unexpected laughs, and a proper Season 2 send-off 🎙️
• 
  

If you like your business podcasts honest, funny, and occasionally sentimental — this one’s for you.

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We'll be back before you know it for Season 3, with more real stories, real mistakes, and a whole load of failings. Until then, we'll miss you, but we'll see you soon!

Hosted on Acast. See acast.com/privacy for more information.

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 working through the chaos while others were allegedly living their best furlough lives, and Megan shares how she managed to redeem herself after a recent travel booking disaster with a suspiciously cheap flight to Venice.

From there, we get an update on Rob’s new side hustle as a reseller — including tiny profits, unexpected customer complaints, and a woman named Janet who had very strong feelings about missing straps. It’s a masterclass in customer service, patience, and questioning your life choices.

We also share some exciting behind-the-scenes updates about the podcast — including plans for Season Three, a brand-new set, fresh games, and bigger ambitions as the show continues to grow.

And of course, we dive into Grievance Gurus, where this week’s stories take a very unexpected turn. From accidental waxing mishaps, to a client who started purring during and introduced the team to the concept of a “furry lifestyle,” it’s safe to say this segment escalates quickly.

In this episode, expect:

• Throwbacks & questionable business decisions
• Rob’s reseller adventures (and customer complaints from Janet)
• Bargain flights, travel wins & redemption arcs ✈️
• Big updates about Season Three of the podcast
• Waxing disasters & salon horror stories
• A very unexpected introduction to the world of “furries” 😅

If you like your business podcasts honest, funny, and occasionally completely unhinged — this one’s for you.

Xero — an intuitive accounting platform that keeps everything in one place. It's clean, easy to use, and automates so much of the boring stuff. Plus, it's a game changer for staying organised and keeping on top of numbers. Get Discounted Access: https://xero5440.partnerlinks.io/typzxfzhzw8w

New episodes of How I Failed in Business every Tuesday — real stories, real mistakes, and grievances that spiral faster than expected. 🎙️

Produced by Paragon Creative Studios

Hosted on Acast. See acast.com/privacy for more information.

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 navigating an IVF journey and finally receiving the news they had been hoping for, they were devastated to suffer a miscarriage. In the midst of grief, they realised there simply wasn’t enough accessible support for couples facing the same thing — so they decided to create it themselves.

We talk about the reality of their journey, the motivation behind developing the app, and how We Are Together is designed to provide connection, understanding, and practical support for people who often feel incredibly alone during that time.

But because this is How I Failed in Business, things don’t stay serious for too long.

We also discover that Laura and Konick are a couple of many talents — from stormtrooper gigs and unexpected performances, to fainting mid-song on stage, and Megan revisiting the trauma of her Britain’s Got Talent audition. It’s a mix of resilience, creativity, and stories that prove life rarely goes to plan.

In this episode, expect:

• Turning personal heartbreak into a meaningful business idea
• Honest conversations about IVF, miscarriage, and support
• The journey of building something to help others 🤍
• Stormtrooper appearances & unexpected side hustles 🤖
• Fainting on stage and surviving the embarrassment
• Megan’s unforgettable BGT audition moment 🎤

If you like your business podcasts honest, emotional, and occasionally ridiculous — this one’s for you.

Keep up with Laura and Kon-ick

We Are Together App

Xero — an intuitive accounting platform that keeps everything in one place. It's clean, easy to use, and automates so much of the boring stuff. Plus, it's a game changer for staying organised and keeping on top of numbers. Get Discounted Access: https://xero5440.partnerlinks.io/typzxfzhzw8w

New episodes of How I Failed in Business every Tuesday — real stories, real mistakes, and businesses built from the moments that matter most. 🎙️

Produced by Paragon Creative Studios

Hosted on Acast. See acast.com/privacy for more information.

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 story that started when he was just six years old and has been anything but straightforward.

From being told at school that he wouldn’t make it anywhere, to pushing through setbacks, earning his degree, and constantly having his career dismissed as a “hobby,” Joe shares the resilience it takes to build a creative career and prove people wrong along the way.

We also get an honest look behind the scenes of the wedding entertainment industry — what it’s really like performing at big events, managing expectations, and turning passion into a sustainable business.

Of course, things get competitive with a round of Mystery Mishaps, before we dive into Joe’s latest venture — The Creative Meet Up, a new networking community designed to bring creatives together, build connections, and create more opportunities.

We wrap things up with a perfectly timed Grievance Gurus dilemma: How do you manage behaviour at a networking event when a guest has had one too many drinks?

It’s awkward, it’s relatable, and it’s a situation many event hosts secretly dread.

In this episode, expect:

• A hilarious misunderstanding surrounding love eggs 🥚🩷
• Joe’s journey from young musician to professional performer 🎷
• Being told you won’t make it — and proving people wrong
• The realities of working in the wedding entertainment business
• A networking dilemma involving alcohol, boundaries, and damage control 🍷

If you like your business podcasts honest, inspiring, and occasionally ridiculous — this one’s for you.

Keep up with Joe

IamJoeReeve https://www.iamjoereeve.co.uk/

The Creative Meet Up https://www.thecreativemeetup.co.uk/

Xero — an intuitive accounting platform that keeps everything in one place. It's clean, easy to use, and automates so much of the boring stuff. Plus, it's a game changer for staying organised and keeping on top of numbers. Get Discounted Access: https://xero5440.partnerlinks.io/typzxfzhzw8w

New episodes of How I Failed in Business every Tuesday — real stories, real mistakes, and networking situations that escalate faster than expected. 🎙️

Produces by Paragon Creative Studios

Hosted on Acast. See acast.com/privacy for more information.

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, and the mistakes we absolutely should have seen coming. We share a series of near-disasters involving our new (and very expensive) kit almost getting lost, broken and/or both. These are stories of panic, responsibility, and the sudden realisation that things could've gone very wrong!

Naturally, the conversation takes a strange turn into *special* romance playlists — what songs belong on them, what definitely don’t, and why some choices raise serious questions about people’s judgement.

And finally, we bring back Grievance Gurus, where this week’s complaints revolve around one very modern workplace phenomenon: thirst traps. Are they harmless fun? Strategic personal branding? Or something your colleagues really didn’t need to see on LinkedIn?

In this episode, expect:

• A public apology from Meg 🙃
• Near - disasters & rising blood pressure 😅
• The do’s and don’ts of romance playlists 🎶
• The songs getting 20 something corporate girlies through the day 🩷✨
• Workplace thirst traps under investigation 🚩

If you like your business podcasts honest, funny, and slightly chaotic — this one’s for you.

Xero — an intuitive accounting platform that keeps everything in one place. It's clean, easy to use, and automates so much of the boring stuff. Plus, it's a game changer for staying organised and keeping on top of numbers.

Get Discounted Access:

https://xero5440.partnerlinks.io/typzxfzhzw8w

New episodes of How I Failed in Business every Tuesday — real stories, real mistakes, and grievances we probably should have filtered first.

Produced by Paragon Creative Studios 🎙️

Hosted on Acast. See acast.com/privacy for more information.

Season 2 | Episode 43 | The One With the Supermarket Slander

This week on How I Failed in Business, 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 sides to win.

From there, we shift into a very mature conversation about feedback in the workplace — how to deliver it without causing offence, how to receive it without spiralling, and how to cope when the feedback you get isn’t exactly what you wanted to hear.

Because whether you’re giving it or getting it, feedback is rarely easy, especially when Megan and Rob are involved

In this episode, expect:

• The Mystery Mishaps rematch ⚔️
• Competitive chaos & questionable general knowledge
• A humbling moment for everyone involved 😅
• The art of delivering feedback without starting a war
• Coping with criticism (even when it stings)

If you like your business podcasts honest, funny, and occasionally humbling — this one’s for you.

Xero - an intuitive accounting platform that keeps everything in one place. It's clean, easy to use, and automates so much of the boring stuff. Plus, it's a game changer for staying organised and keeping on top of numbers. Get Discounted Access: https://xero5440.partnerlinks.io/typzxfzhzw8w

New episodes of How I Failed in Business every Tuesday — real stories, real mistakes, and competitive rematches nobody asked for.

Produced by Paragon Creative Studios 🎙️

Hosted on Acast. See acast.com/privacy for more information.

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 responsibility that comes with it, and why setting the tone for a team matters more than most people realise.

Which is where Rob comes under fire.

After a series of mean jokes made at Megan and Molly’s expense, Rob is officially called out. What follows is less of a discussion and more of a very public telling off, with varying levels of remorse involved.

We also dive into the topic of toxic clients — the red flags that appear early on, the warning signs you shouldn’t ignore, and the difficult decisions that come with choosing who you do (and don’t) want to work with.

In this episode, expect:

• A whole lot of hopecore ✨
• The signs of good vs bad leadership
• Rob’s telling off 😅
• A brand new segment
• Toxic client stories & professional red flags 🚩

If you enjoy watching a young, strong female berate a egotistical middle ages white man live on a podcast, then How I Failed In Business is definitely for you!

New episodes out every Tuesday — real stories, real mistakes, and accountability that probably should’ve happened off-mic. 🎙️

Xero - an intuitive accounting platform that keeps everything in one place. It's clean, easy to use, and automates so much of the boring stuff. Plus, it's a game changer for staying organised and keeping on top of numbers. Get Discounted Access: https://xero5440.partnerlinks.io/typzxfzhzw8w

Produced by Paragon Creative Studios

Hosted on Acast. See acast.com/privacy for more information.

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, and situations where emotions run high — skills that, as it turns out, become very useful during this episode.

We talk about what it’s really like to be a professional mediator — the challenges of the role, the human side of conflict resolution, and the delicate balance of helping people find common ground when tensions are already high.

Then things escalate.

When a disagreement between Megan and Rob starts to spiral, Katy suddenly finds herself mediating live on the podcast. What begins as a discussion quickly turns into a real-time demonstration of exactly why mediation exists… and why it might be needed more often than people realise.

From there, we shift gears to talk about Bridging the Gap Conference, which Katy will be hosting in just over a week. The event brings together professionals across the family law sector to explore how a more joined-up, collaborative approach can help families experiencing conflict — with a particular focus on improving outcomes for the children involved.

In this episode, expect:

• What it’s really like to work as a mediator
• The emotional and practical challenges of conflict resolution
• Katy mediating a real disagreement live on the podcast 😅
• Rob’s dramatic exit 🚪
• The mission behind Bridging the Gap Conference 2026
• Why collaboration across the family law sector matters

If you deal with family conflicts in anyway, Bridging the Gap is definitely for you! Find out more https://www.bridgingthegap2026.co.uk/ - act quickly, final tickets remaining!

Or get in touch with Katy directly https://www.linkedin.com/in/katyharrismediator/

Xero - an intuitive accounting platform that keeps everything in one place. It's clean, easy to use, and automates so much of the boring stuff. Plus, it's a game changer for staying organised and keeping on top of numbers. Get Discounted Access: https://xero5440.partnerlinks.io/typzxfzhzw8w

If you like your business podcasts honest, unpredictable, and occasionally in need of professional mediation — this one’s for you.

New episodes of How I Failed in Business every Tuesday — real stories, real mistakes, and the occasional walk-out.

Produced by Paragon Creative Studios 🎙️

Hosted on Acast. See acast.com/privacy for more information.