4.2 • 5 Ratings
🗓️ 13 November 2025
⏱️ 42 minutes
🧾️ Download transcript
Episode Guest:
Matt Callaghan is the Chief Operating Officer at easyJet Holidays, where he leads customer experience, operations, and long-term strategy. With a background spanning Deloitte, British Airways, and frontline leadership at Heathrow, Matt brings a rare blend of operational grit and strategic vision.
Episode Timestamps:
0:00 Introduction
1:23 Why Matt Said Yes to My Duvet Flip
2:14 First Job at Next: Life Lessons from Retail
4:00 Why Students Should Get a Job While Studying
5:24 From No Plan to Deloitte Graduate Scheme
7:01 Taking the First Step Without a 5-Year Plan
8:20 What "All-In" Really Means
10:16 Work-Life Blend and Being Present
13:12 Failing Exams and Bouncing Back
14:43 What Working Hard Means to Matt
17:06 The Power of Curiosity — And Acting on It
18:59 Why Matt Left Deloitte for British Airways
21:00 Moving to London: Expectations vs. Reality
23:00 Feeling Stuck and Choosing to Pivot
24:57 Getting the Heathrow Operations Role Without Airline Experience
27:11 Falling in Love with Aviation
29:00 Why Matt Applied for a Job He Wasn’t Qualified For
30:45 From Terminal 5 to easyJet
32:11 A Global Role That Wasn’t Sustainable
33:02 Joining easyJet and Shaping Strategy
34:46 Building easyJet Holidays from the Ground Up
36:00 Why easyJet Holidays Is a Special Place to Work
37:43 Life Lesson: What Fostering Taught Matt About Leadership
40:18 Matt’s Duvet Flip: Creating Joy and Connection Through Travel
Episode Partners
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| 0:00.0 | My name is Matt. I'm the Chief Operating Officer at EasyJet Holidays. |
| 0:03.0 | And with my 450 colleagues, we take millions of people away on holiday every year. This is my Duve Flip. Did you graduate? Yeah, I did graduate. It was actually Easter of third year and I didn't have a plan. Do you need to have a plan? I have never had a five-year plan. What does All In mean? I have to be able to go all in on what I'm doing. Yeah, and I think it's about taking a step forward. |
| 0:23.0 | I do that because I've got I have a five-year plan. What does all in mean? I have to be able to go all in on what I'm doing. Yeah, and I think it's about taking a step forward. |
| 0:23.6 | I do that because I've got a family who I love deeply. |
| 0:25.6 | What's been your life lesson? |
| 0:27.6 | I've also been a foster carer. |
| 0:28.6 | He taught me so much more than leadership textbooks or in my working life. |
| 0:32.6 | What does your duvet, what gets you out of bed in the morning every day to flip the dovet? |
| 0:59.0 | My name is Matt. I'm the chief operating officer at EasyJet Holidays. I'm really excited about sitting down with Jack this morning and having a great conversation and seeing exactly what he wants to talk about. I suggested coming on my duve flip because I think it's so important that young people can hear from senior leaders and hear about stuff that often is not spoken about. I'd love to be able to share my story about a slightly unusual career path and the things that I've learned along the way. |
| 1:05.0 | If there's one thing I hope people can take away from my episode today, it would be just follow a path. |
| 1:13.1 | It doesn't matter if the future isn't clearly defined. |
| 1:17.6 | Just take a step forward knowing that you can back yourself and the future is bright and it's really exciting for you. |
| 1:22.2 | Let's do this, Jack. |
| 1:23.4 | So welcome to my dove-A-Flip. |
| 1:24.7 | How are we? |
| 1:25.5 | Thanks, Jack. |
| 1:26.0 | Great to be here. |
| 1:26.7 | Really looking forward to this conversation with you today. And then this is one of your first podcast you've done. The first podcast. Wow. There you go. And how, why did you decide to come on today? Like, I know you've watched a few. But what was it that made you say, you know what? I'm going to join Jack and wind him up a bit today? Well, it's not about winding you up, but I'm sure we're going to have a bit of a giggle along the way. But I just think that what you're doing here and trying to lift a lid on what goes on in different organizations in the corporate life in order to help inform and hopefully inspire future generations as they're coming through. It's just incredible. So, and that's why you're here. But I feel humbled for the right to be part of this today. So thank you. I'm so fascinated about your career journey and where it took you and all your kind of life lessons on the way that we can kind of pass on to others that are tuning in. But I want to start here. First job. Tell me a little bit about the first job. What did it teach you? With all the knowledge you know now, you're going back to your younger self and you're going, oh, do this, do that. What did you learn on that job? So my first job was in Next and I started off in as a Christmas temp when I was in Sixth Form. And that's a grounding experience, right, getting up at 4am on |
| 2:35.7 | Boxing Day in order to be at the store for 5am, because this is going back some time now, |
| 2:40.9 | long before internet shopping. So this is where people would be queuing up outside next stores, |
| 2:46.1 | waiting for the best bargains on the sales after Christmas. And that's something that it was just my first |
| 2:53.5 | opportunity to really start earning money for myself. You know, my parents were always clear that |
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