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.

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

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.