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I Shouldn't Say This, But...

I Shouldn't Say This, But...

Katy Leeson 142 Episodes Oct 22, 2026

I Shouldn't Say This, But... is a podcast hosted by Katy Leeson, former managing director of Social Chain and founder of Courageous. Aimed at leaders and founders, each episode offers honest conversations about the challenges of leadership—doubt, people, culture, tough decisions, and the personal cost of building something. Without performance or pretence, the show provides real, relatable discussions that help listeners feel less alone and take practical insights back into their work. It's a space for the conversations that leaders often feel they can't have anywhere else.

Episodes

S6 Ep22: Prepping for a 500-Person Apple-Style Stage in South Africa | Catch Up Episode
S6 Ep22: Prepping for a 500-Person Apple-Style Stage in South Africa | Catch Up Episode Oct 22, 2026 1679 Consider this a proper catch-up from the sofa at Mollies, and this time I’ve brought someone new to meet you all. Introducing Isi who is now running my social media! She follows me round with a camera, keeps me grounded and won’t let me eat a croissant until she’s got the shot (obviously!)When this episode launches, we'll be two days out from my first TEDx Talk rehearsal and right now it’s not go
S6 Ep20: 7 Years Later: Re-Visiting My Miscarriage Story | Baby Loss Awareness Week
S6 Ep20: 7 Years Later: Re-Visiting My Miscarriage Story | Baby Loss Awareness Week Oct 15, 2026 3503 This week is Baby Loss Awareness Week, so I'm re-sharing a conversation that means a lot to me.Seven years ago, shortly after my own miscarriage, I sat down with Ruth Bender Atik. She was National Director of what was then the Miscarriage Association (now Miscarriage UK) and has since retired.We talk honestly about how common miscarriage really is, why it's still such a taboo, and what nobody tel
S6 Ep19: Inside The TEDx Framework: 8 to 18 Minutes to Change A Life | Martina Witter
S6 Ep19: Inside The TEDx Framework: 8 to 18 Minutes to Change A Life | Martina Witter Oct 8, 2026 2412 A TED talk was on my vision board for this year. So when I was asked to speak at TEDx Trafford this November, I was thrilled, but when I started the process I was surprised by just what it takes to get on that stage.So for this week's episode, I'm joined by TEDx Trafford Curator Martina Witter to throw back the curtain on what really goes on behind the scenes.Martina had her first TEDx licence ap
S6 Ep18: I Shouldn't Say This, But... The Best Bits
S6 Ep18: I Shouldn't Say This, But... The Best Bits Oct 1, 2026 1341 18 episodes into series 6, and I don't know where the time's gone! This week, to celebrate, I've pulled together my favourite moments from my guests this series. If you'd like to watch any of the episodes in full, scroll down for the links.In this episode:- Kelly Tucker on why your team are "subscribing" to your workplace- Sarah Louise Keane on why we keep playing down our own numbers- Jade Reill
S6 Ep17: How To Overcome A Fear of Public Speaking (When It Scares You More Than Death)
S6 Ep17: How To Overcome A Fear of Public Speaking (When It Scares You More Than Death) Sep 24, 2026 2169 When I went on BBC Radio 4's The Bottom Line, someone said that people fear public speaking more than they fear death.It's stuck with me ever since. Because if that's true, most of us are walking into every pitch, presentation and team meeting carrying a fear we've never actually been taught how to handle. So this episode is all about changing that.I'm letting you in on how I, a self-confessed in
S6 Ep16: Google Told Me I Couldn't Be A Managing Director (Here's How I've Proved It Wrong)
S6 Ep16: Google Told Me I Couldn't Be A Managing Director (Here's How I've Proved It Wrong) Sep 17, 2026 1456 I’m back for another catch-up with my producer Stefan - the second one now, so if you liked the last unfiltered chat, this is more of that.We're covering off everything that’s been going on in my life since the last one:  The ‘old man in a grey suit’ MD image that’s followed me since my first imposter syndrome session  Flying BA to speak at BA and making someone overcome with an emotion (which wa
S6 Ep15: They Told Me I Was Barren at 43. Here's How I Got Pregnant Naturally at 44 | Liberty Mills
S6 Ep15: They Told Me I Was Barren at 43. Here's How I Got Pregnant Naturally at 44 | Liberty Mills Sep 10, 2026 2654 At 43, Liberty Mills was told one of your ovaries is empty and you are barren. She could have accepted it. She didn't, having already reversed her lupus diagnosis and gave birth naturally two weeks before turning 25.I sit down with Liberty, a Fertility and Autoimmune Coach, to unpack how she did it and the philosophy she teaches clients: test, don't guess. Before any supplement or protocol, find
S6 Ep14: I Shouldn't Say This But, Here's The Real Reason I Interview People
S6 Ep14: I Shouldn't Say This But, Here's The Real Reason I Interview People Sep 3, 2026 450 We're a good few episodes into the new series of I Shouldn't Say This, But, and I wanted to do something different this week - a solo recap of what I've personally learned, what's changed, and where we're going next, so buckle up!When I brought the podcast back, it wasn't just about creating more content. I wanted to create a safe space where leaders and founders could feel less alone talking abo
S6 Ep13: Why "Being Nice" Is Actually the Coward's Way Out. From the Harrods shop floor to founder: Heather Elkington
S6 Ep13: Why "Being Nice" Is Actually the Coward's Way Out. From the Harrods shop floor to founder: Heather Elkington Aug 27, 2026 4746 Heather started out being trained not to say the word "toilet" on the Harrods shop floor. She ended up running culture for a Footsie 100 business, sat in rooms twenty years her senior, telling herself her opinion didn't count.This episode is about what happened in between, and the philosophy she built off the back of it: nice vs kind. Why being nice is the coward's option. Why the strongest relat
S6 Ep12: I Nearly Went Back to Employment (And Here's Why I Didn't)
S6 Ep12: I Nearly Went Back to Employment (And Here's Why I Didn't) Aug 20, 2026 922 We're three months into the podcast (five if you count the planning), and I wanted to do something different for this one: an unfiltered chat with my producer Stefan.In this episode, we get into: Why I chose Mollie's over a studio, and the branding lesson I took from watching Steven Bartlett build a recognisable set from his own flat The advice from Heather Elkington that changed how I thought ab
S6 Ep11: The Government Wiped Out 124,000 Jobs. I Watched It Happen | Sacha Lord
S6 Ep11: The Government Wiped Out 124,000 Jobs. I Watched It Happen | Sacha Lord Aug 13, 2026 4587 Sacha Lord: Warehouse Project, Losing a Customer, and Why He Took the Government to CourtHe turned up to the Hacienda in his dad's suit and got turned away at the door. Thirty-five years later, Sacha Lord has built and sold the biggest club night and metropolitan festival in the UK, become Greater Manchester's night-time economy advisor, and taken the government to the High Court, and won.In this
S6 Ep10: Your Leadership Team's Silence Is Costing You £17.8 Million a Year | Ash Jones
S6 Ep10: Your Leadership Team's Silence Is Costing You £17.8 Million a Year | Ash Jones Aug 6, 2026 4591 I sat down with Ash Jones, Steven Bartlett's first-ever personal brand manager (and first person to ever have the title), founder of one of the UK's first personal branding agencies and my good friend, to talk about the real cost of staying quiet when it comes to personal branding for you and the people in your team. We get into why you can't outsource your voice, the side doors that quietly open

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