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Greg Jackson: The Energy CEO Ripping Up the Rulebook

For our 200th episode, we’re joined by one of Britain’s most disruptive entrepreneurs.

Greg Jackson is the founder and CEO of Octopus Energy, a $20 billion company built without corporate rules, rigid hierarchies, or playbooks. In this conversation, he shares how radical trust and freedom helped Octopus scale faster than anyone thought possible — and why AI will change everything about how businesses grow from here.

Greg also opens up about leading during a crisis, battling the old guard, and why the future of energy might mean zero bills.

If you want to understand how the next generation of companies will really be built — this is the one.

👇 Timestamps:

00:00 How Octopus Almost Had the Worst Name Ever

01:43 Scaling a $20 Billion Company (Without Corporate Rules)

02:56 Why Greg Hired Rebels, Not Professionals

07:44 Freedom and Responsibility: The Octopus Way

15:06 How AI Took Over Octopus Customer Service

22:59 Inventing New Products Customers Actually Want

31:22 Why Big Companies Never Really Listen

32:17 The Secrets Hidden Behind the Octopus Brand

32:46 The Power of Being Weird in Business

34:00 Rory Sutherland’s Hilarious Reaction to Octopus

34:06 How Octopus Built a Customer Army

40:45 Why CEOs Need a Personal Brand (Even If They Hate It)

43:17 What It Was Like Leading During the Energy Crisis

45:23 Why Greg Campaigned Against His Own Industry

46:03 How Family (and Al Gore) Backed Octopus

51:26 Zero-Bill Homes, AI, and the Future of Energy

56:09 Quickfire: Biggest Mistakes, Biggest Wins

🔔 Subscribe for more conversations with the founders, CEOs, and rulebreakers shaping the future.

#GregJackson #OctopusEnergy #StartupCulture #FutureOfEnergy #JimmyJobs #BusinessPodcast #AIRevolution #EnergyCrisis

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Producer: Sunny Winter https://www.linkedin.com/in/sunnywinter/

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Junior Producer: Thuy Dong

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Eliza Filby on Generational Shifts and the Future of Work | Jimmy's Jobs

In this episode of Jimmy's Jobs, Eliza Filby, a generational historian and bestselling author, discusses the importance of concentration in learning, the evolving job market, and the generational shifts that have shaped our society. Eliza explores the divides within the millennial demographic, the role of higher education, and the implications of AI on future careers. She also delves into the misconceptions about today's job landscape and offers practical advice on public speaking, learning, and adapting to new media. Tune in to understand how generational changes impact careers, money, and success.

00:00 Intro

01:22 Eliza's Career Journey and Evolution

05:33 The Challenges of Public Speaking and Media Presence

12:37 The Concept of Meritocracy and Generational Wealth

14:53 Understanding Generational Labels and Shifts

25:29 The Future of Education and Learning

27:33 The Importance of Collaboration

27:46 Marketing Your Expertise in a Changing Job Market

28:24 The Need for Sales and Marketing Skills

28:51 The Rise of Solopreneurs

29:30 Adapting to Rapid Skill Changes

30:04 Practical Tips for Concentration and Learning

31:38 The Role of Collaboration in Learning

32:21 The Future of Career Paths and AI Disruption

34:43 The Human Skills AI Can't Replace

35:45 Training and Talent Retention in the Age of AI

36:57 The Impact of Technology on Work Processes

47:38 The Reality of Economic Shifts Since 2008

51:03 The Changing Attitudes of Gen Z

52:21 Entrepreneurship and Class Dynamics

52:54 Conclusion and Final Thoughts

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Host / Exec Producer: Jimmy McLoughlin OBE

Producer: Sunny Winter

Editor: Sunny Winter

Junior Producer: Thuy Dong

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Conservative Politician Jeremy Hunt on Challenges and Innovations in Politics & Business

In this episode of Jimmy's Jobs of the Future, Jeremy Hunt, former UK Chancellor and Foreign Secretary, discusses his experiences in politics, entrepreneurship, and public policy. He talks about his unexpected appointment as Chancellor under Liz Truss, navigating a £72 billion financial black hole, and the importance of strategic long-term decision-making in government. Hunt also shares insights on the evolving culture of entrepreneurship, the impact of technology on politics and business, and the challenges of labor supply in a post-Brexit world. Reflecting on his varied career, Hunt provides unique perspectives on maintaining mental resilience, the influence of AI on the job market, and the geopolitical landscape. Join us for an in-depth conversation with one of the UK's most experienced politicians.

00:00 Why Jeremy Hunt Said Yes to the Toughest Job in Politics

01:45 His Wild Entrepreneurial Start (Including Marmalade in Japan)

08:42 Taking Over During a £72 Billion Crisis

12:17 Why Millions Aren’t Working—and What He’d Do About It

24:35 Will AI Kill the Job Market? Hunt Weighs In

29:12 Can Britain Still Be a Global Power?

29:52 “China Has Changed — And So Must We”

31:24 The Migration Crisis and How Democracies Fight Back

32:04 Have We Lost Faith in Democracy?

33:55 Why We Need to Be Bolder on the Global Stage

34:55 How the Conservative Party Shifted on China

38:11 Do Trade and Security Still Mix? Hunt’s Take

43:29 Why Tech Is Britain’s Most Powerful Weapon

46:02 What Politics Gets Wrong (and Why He’d Never Be PM)

49:36 What’s Next for Jeremy Hunt?

**********

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Host / Exec Producer: Jimmy McLoughlin OBE

Producer: Sunny Winter

Editor: Sunny Winter

Junior Producer: Thuy Dong

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Conservative Politician Jeremy Hunt on Challenges and Innovations in Politics & Business

In this episode of Jimmy's Jobs of the Future, Jeremy Hunt, former UK Chancellor and Foreign Secretary, discusses his experiences in politics, entrepreneurship, and public policy. He talks about his unexpected appointment as Chancellor under Liz Truss, navigating a £72 billion financial black hole, and the importance of strategic long-term decision-making in government. Hunt also shares insights on the evolving culture of entrepreneurship, the impact of technology on politics and business, and the challenges of labor supply in a post-Brexit world. Reflecting on his varied career, Hunt provides unique perspectives on maintaining mental resilience, the influence of AI on the job market, and the geopolitical landscape. Join us for an in-depth conversation with one of the UK's most experienced politicians.

00:00 Why Jeremy Hunt Said Yes to the Toughest Job in Politics

01:45 His Wild Entrepreneurial Start (Including Marmalade in Japan)

08:42 Taking Over During a £72 Billion Crisis

12:17 Why Millions Aren’t Working—and What He’d Do About It

24:35 Will AI Kill the Job Market? Hunt Weighs In

29:12 Can Britain Still Be a Global Power?

29:52 “China Has Changed — And So Must We”

31:24 The Migration Crisis and How Democracies Fight Back

32:04 Have We Lost Faith in Democracy?

33:55 Why We Need to Be Bolder on the Global Stage

34:55 How the Conservative Party Shifted on China

38:11 Do Trade and Security Still Mix? Hunt’s Take

43:29 Why Tech Is Britain’s Most Powerful Weapon

46:02 What Politics Gets Wrong (and Why He’d Never Be PM)

49:36 What’s Next for Jeremy Hunt?

**********

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Credits:

Host / Exec Producer: Jimmy McLoughlin OBE

Producer: Sunny Winter

Editor: Sunny Winter

Junior Producer: Thuy Dong

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Behind the Scenes of Iconic Interviews with Sam McAllister

In this episode of Jimmy's Jobs of the Future, Jimmy interviews Sam McAllister, the powerhouse producer behind the groundbreaking Prince Andrew interview. As a former barrister and BBC negotiator, Sam has secured some of Newsnight's biggest exclusives, interviewing world leaders, whistleblowers, and celebrities. Sam discusses her unique role, the intricacies of guest booking, and the traits needed for success. She also reflects on the Prince Andrew interview, its negotiation process, and the impact of her career moves, including being portrayed by Billie Piper in a Netflix film. Tune in for an in-depth look at the fascinating world of high-stakes media negotiations and the unsung heroes behind the scenes.

00:00 The Woman Who Made Prince Andrew Talk

01:22 From Barrister to BBC Power Broker

02:18 How to Convince Anyone to Say Yes to an Interview

02:59 The High-Stakes World of Guest Booking

09:20 Why Business Leaders Struggle on Camera

12:41 The Future of Business Communication & Media

22:14 The Hidden Power of Producers in News & TV

25:45 The Podcast Boom & Why Big Names Are Joining

39:39 How News Can Change in an Instant

41:53 Why Newsrooms Need More Diversity

43:09 The Chaos of Producing Breaking News

47:03 How I Secured the Prince Andrew Interview

50:27 The Art of High-Stakes Negotiation

01:02:09 How Producers Shape the News You See

01:05:14 Why Producers Rarely Get the Credit

01:12:18 What’s Next for Media & My Career

01:14:20 Rapid-Fire: Biggest Wins, Regrets & Advice

**********

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Credits:

Host / Exec Producer: Jimmy McLoughlin OBE

Producer: Sunny Winter

Editor: Sunny Winter

Junior Producer: Thuy Dong

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🚀 The $10M Founder Taking on Big Tech – Pip Jamieson’s Mission to Build a Better Network

Forget LinkedIn—Pip Jamieson is building something different. As the founder & CEO of The Dots, she’s created a platform tailored for creatives, challenging traditional professional networks and raising $10M along the way.

In this episode of Jimmy’s Jobs of the Future, we dive into:

How Pip scaled The Dots to 1M+ members

Why neurodiversity is a business superpower

How she’s helping brands like Soho House build their own private networks

The real future of online communities and AI-driven networking

📌 Timestamps – Jump in 👇

00:00 Intro

00:57 What LinkedIn Gets Wrong for Creatives

01:47 How The Dots Scaled to 1 Million+ Members

03:38 The $10M Pivot – From B2C to B2B

04:05 Partnering with Soho House & Elite Brands

05:22 The Future of Digital Communities

09:33 Why Most Networks Fail & How to Build One That Thrives

19:00 How Pip Repositioned & Scaled The Dots

26:55 The Hidden Value of Community & Memberships

27:57 The Pricing Strategy That Changed Everything

29:12 How to Build a Community That Actually Grows

30:49 Live Mentoring & The Power of Real-World Connections

31:37 AI vs. Human Connection – The Future of Networking

41:05 How AI Will Transform Community Management

45:36 Dyslexia & Why Neurodiverse Thinkers Succeed in Business

46:51 The Power of Neurodiversity in Innovation

52:31 The ‘Squiggly Career’ Approach to Success

55:45 The Wildest Marketing Moment in Pip’s Career

**********

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Credits:

Host / Exec Producer: Jimmy McLoughlin OBE

Producer: Sunny Winter

Junior Producer: Thuy Dong

Editor: Sunny Winter

Editor: Thuy Dong

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🔥 Inside Keir Starmer’s Rise: Power, Politics & The Labour Party

In this explosive episode of Jimmy’s Jobs of the Future, political insiders Patrick Maguire and Gabriel Pogrund take us behind the scenes of Keir Starmer’s rise to power. Based on their new book Get In, they reveal the untold story of how Starmer seized control of the Labour Party, the power players pulling the strings, and the battles shaping the party’s future.

From Morgan McSweeney’s shadow influence to Starmer’s real economic vision, this episode uncovers the hidden forces that will decide the future of British politics. If you want to know who really runs Labour, how Starmer won power, and what happens next—this is the episode to watch.

🔹 Timestamps – Click to Jump In 👇

00:00 Intro

01:23 Meet the Authors: Patrick Maguire & Gabriel Pogrund

02:20 The Many Faces of Keir Starmer – What Does He Stand For?

03:30 Starmer’s Ideology – A Pragmatist or a True Believer?

06:33 How Starmer’s Early Career Shaped His Leadership Style

13:24 Morgan McSweeney’s Hidden Influence on Starmer’s Success

17:29 Labour Together & The Business Interests Shaping Policy

30:32 Why Labour Is Desperate to Win Over Big Business

35:27 What Labour Really Thinks About the Economy

42:27 The Business Leaders Secretly Backing Labour

43:47 Is Labour Actually Ready for Government?

46:29 Starmer’s Leadership: Strengths, Weaknesses & Power Moves

50:40 What Really Drives Keir Starmer?

01:01:08 Angela Rayner & The Internal Labour Power Struggles

01:07:14 What’s Next for Labour & Starmer’s 2024 Strategy

01:13:47 How to Break Into Political Journalism

01:18:03 Labour’s Rising Stars – Who to Watch Next

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Tim Campbell MBE was the first-ever winner of The Apprentice and now sits beside Lord Sugar in the boardroom. But what really happens behind the scenes?

In this episode of Jimmy’s Jobs of the Future, Tim reveals what it takes to win, what’s changed in The Apprentice since his time as a contestant, and what Lord Sugar is really like when the cameras stop rolling.

We also dive into his business ventures, the biggest lessons he’s learned, and why he believes young professionals today have it harder than ever. Plus, Tim shares his insights on the future of work, entrepreneurship, and the skills that truly matter.

If you’re an Apprentice fan, an aspiring entrepreneur, or just curious about what happens behind closed doors in the boardroom, this one’s for you.

Watch now and let us know in the comments—do you think The Apprentice still picks the best winners?

#TheApprentice #TimCampbell #FutureOfWork #Entrepreneurship #CareerAdvice

00:00 The Apprentice’s First Champion – Where Is He Now?

00:54 How I Went from Public Sector to The Boardroom

02:12 The Truth About Winning The Apprentice

04:03 Why Young People Are Struggling More Than Ever

06:48 The #1 Skill You Need to Succeed Today

09:58 Inside Tim Campbell’s Business Empire

12:08 Social Media Will Make or Break Your Career

13:56 The British Dream: Does It Still Exist?

19:40 Why Failure Is the Secret to Success

29:23 The Business Cheat Code: Collaboration & Diversity

31:29 How to Make Better Decisions in Business

31:58 My Favorite Apprentice Tasks (And the Hardest One!)

33:35 How to Negotiate Like a Pro

34:40 Should The Apprentice Let the Public Vote?

36:24 The Boardroom vs. The Real Business World

37:30 How to Spot Talent & Hire the Right People

40:38 My First Jobs & What They Taught Me

42:52 The High Street is Dying – Can We Save It?

47:46 Neurodiversity, Education & The Future of Work

54:07 My Next Big Move – Here’s What’s Coming

59:37 My Advice for Future Apprentice Winners

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Credits:

Host / Exec Producer: Jimmy McLoughlin OBE

Producer: Sunny Winter

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Kickstart your career and find a job that matters at jobsthatmatter.uk

Future of Work & Offices: An Insightful Discussion with Julia Hobsbawm

In this episode of 'Jimmy's Jobs of the Future', Julia Hobsbawm, a renowned expert on the future of work, discusses the evolution of office culture, the impact of technology and AI on workplace dynamics, and the changing perceptions of job security and work patterns. Hobsbawm shares her personal journey, insights on flexible and hybrid work, the importance of networks, and the role of historical context in understanding modern work trends. She also touches on the challenges and opportunities posed by generational shifts and technological advancements while predicting future trends in workplace environments.

00:00 Introduction: The Incompatibility of Modern Work

01:12 Meet Julia Hobsbawm: Authority on the Future of Work

02:05 Accidental Career Path: From Networking to The Nowhere Office

09:14 The Evolution of Work: From Automation to The Amazing Age

17:18 Cultural Reflections on Work: From Mad Men to Beyonce

21:27 The Changing Status of Work and the Rise of Flexibility

31:32 The Future of the Office: From Co-working Trends to Hotel Spaces

33:33 The Evolving Workplace: From Physical Spaces to Flexible Places

36:18 AI in the Workplace: Hype vs. Reality

40:42 The Role of Networks in Career Development

43:09 The Future of Work: Solopreneurs and Freelancers

47:16 Neurodiversity and Education: A Personal Journey

01:01:24 The Changing Media Landscape

**********

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Credits:

Host / Exec Producer: Jimmy McLoughlin OBE

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Exploring London with Joolz Guides: History, Humor, and YouTube Success | Jimmy's Jobs

Join us in this fascinating episode of Jimmy's Jobs of the Future as we dive deep with Julian, the mind behind the popular Joolz Guides YouTube channel. From his unique start as a kite seller to becoming a prominent YouTuber, Joolz shares insights about his creative process, the challenges of being a full-time content creator, and the peculiarities of the YouTube algorithm. Discover underrated London spots, learn about the historical intricacies of the city, and get a sneak peek into Joolz's new ventures in the publishing world. This episode is a must-watch for history buffs, aspiring YouTubers, and anyone interested in the vibrant life of London.

00:00 Intro

01:24 Joolz' Journey to YouTube

02:06 Creating Content on London

03:25 Challenges and Rewards of YouTube

04:50 Research and Planning

07:10 Collaborations and Community

08:55 Business Side of YouTube

21:30 Revenue Streams and Popular Videos

29:46 Social Media Trends

30:37 Changes in London Over the Years

31:08 Public Etiquette and Manners

34:21 Improvements in London's Public Transport

35:22 Underrated and Gentrified Areas in London

37:26 Favorite Coffee Spots and Pubs

42:38 Internet Fame and Public Interactions

45:49 Overrated Tourist Spots and Celebrity Encounters

48:42 Historical Interests and Dream Projects

52:04 Unique Jobs and Personal Stories

58:24 Concluding Remarks and Final Thoughts

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Host / Exec Producer: Jimmy McLoughlin OBE

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Editor: Sunny Winter

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