Matt Callaghan, COO at easyJet Holidays: From 5,000 Hotels to 1 Million Customers
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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
📊 Compare the Market
Discover how you can make a difference at Compare the Market, the company behind one of the UK’s most popular comparison sites. From tech and data to marketing and operations, they’re on a mission to simplify decisions for millions.
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