Bootstrap Confidential

Episodes

1. 25

   Bootstrap Confidential - Episode 25 - Natasha Mandie

   🎧 Episode Snapshot: From Corporate Banking to Entrepreneurship with Natasha MandieWhat does it take to build a successful business, challenge industry norms, and navigate the complexities of entrepreneurship? In this episode, Natasha Mandie, entrepreneur and advisor, shares lessons from her...

   Oct 15, 2026

   43m
2. 24

   Bootstrap Confidential - Episode 24 - Terry O'Dwyer

   🎧 Episode Snapshot: The Rollercoaster of Entrepreneurship with Terry O'Dwyer What does it take to bootstrap, build, and ultimately exit a successful business? In this episode, Terry O'Dwyer, multiple founder and co-founder of LSX, shares lessons from building a B2B media and events business from...

   Sep 9, 2026

   43m
3. 23

   Bootstrap Confidential - Episode 23 - Richard Pope

   🎧 Episode Snapshot: From Bootstrap to Breakthrough with Richard Pope What does it take to bootstrap, scale, and successfully exit a business? In this episode, Richard Pope, founder of Procurement Leaders and Data Leaders, shares lessons from building businesses through growth, international...

   Aug 20, 2026

   37m
4. 22

   Bootstrap Confidential - Episode 22 - Victoria Mellor

   🎧 Episode Snapshot: Leading with Curiosity and Confidence with Victoria Mellor Great leaders don't just build successful businesses—they build teams that thrive through uncertainty, adapt to change, and grow through challenge.In this episode, Victoria Mellor, former CEO of Melcrum and leadership...

   Jul 29, 2026

   41m
5. 21

   Bootstrap Confidential - Episode 21 - Bobbi Mahlab

   🎧 Episode Snapshot: Building a Business People Love to Work In with Bobbi Mahlab Building a successful business is about more than growth. It is about creating a workplace where people thrive, leaders keep learning and mistakes become opportunities to improve. In this episode, Bobbi Mahlab AM,...

   Jul 7, 2026

   35m
6. 20

   Bootstrap Confidential - Episode 20 - Jennie Moss

   🎧 Episode Snapshot: Rethink Everything — Lifestyle, Leadership and Scaling with Purpose — Featuring Jennie Moss, Founder and Managing Director of Rethink Events This episode explores how backing yourself, building the right team, and staying true to your vision can transform a lifestyle-led...

   May 20, 2026

   42m
7. 19

   Bootstrap Confidential - Episode 19 - John Baskott

   🎧 Episode Snapshot: Building Together, Letting Go and Scaling with Trust Featuring John Baskott, Co‑Founder, 1LoD This episode explores the realities of building and scaling a business with a co‑founder and why having the right people around you becomes increasingly critical as complexity grows....

   Mar 9, 2026

   41m
8. 18

   Bootstrap Confidential - Episode 18 - Helen Tanner

   🎧 Episode Snapshot: Beyond the Playbook - Culture, Conviction and Confident Growth Featuring Helen Tanner, Data Cubed This episode explores how values‑led leadership and unconventional thinking can shape resilient, high‑impact businesses. Helen Tanner shares her journey of building Data Cubed by...

   Feb 17, 2026

   38m
9. 17

   Bootstrap Confidential - Episode 17 - Piers Bearne

   🎧 Episode Snapshot: Curiosity, Competitiveness and the Craft of Scaling Featuring Piers Bearne This episode dives into the mindset behind high‑performing founders and what it takes to build ventures that create real value. Piers Bearne shares insights on harnessing competitiveness in a…

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   Jan 27, 2026

   43m
10. 16

    Bootstrap Confidential - Episode 16 - Lauren Murphy & Emma Dunn

    🎧 Episode Snapshot: Resilience, Fast Fails and Founders Who Adapt Featuring Lauren Murphy & Emma Dunn This episode explores what it takes to turn challenges into opportunities and why resilience and adaptability are the ultimate competitive edge. Lauren Murphy and Emma Dunn share candid lessons…

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    Dec 3, 2025

    42m
11. 15

    Bootstrap Confidential - Episode 15 - Brett King

    🎧 Episode Snapshot: AI, Governance and Founding in a Machine‑First Economy Featuring Brett King, Futurist and Founder of Moven This episode explores how artificial intelligence is reshaping business, governance and leadership, and what it means to start and scale in a world where machines move...

    Nov 18, 2025

    41m
12. 14

    Bootstrap Confidential - Episode 14 - Victor Cruz

    🎧 Episode Snapshot: Leaps, Lessons & Leading Through Growth Featuring Victor Cruz, Founder & CEO, VC Innovations.This episode dives into the realities of taking the leap from idea to enterprise. Victor Cruz shares candid insights on what it really means to bet on yourself—and why embracing the...

    Nov 5, 2025

    44m
13. 13

    Bootstrap Confidential - Episode 13 - Mohit Sagar

    🎧 Episode Snapshot: Leadership, People & Tech That EnduresFeaturing Mohit Sagar, CEO & Editor-in-Chief, OpenGov AsiaThis episode dives into what truly drives transformation: people first, technology second. Mohit Sagar shares practical lessons for leaders navigating rapid change, starting with…

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    Oct 21, 2025

    41m
14. 12

    Bootstrap Confidential - Episode 12 - Sophie Bruce

    🎧 Episode Snapshot: Parenting, Priorities & Platforms That Empower Featuring Sophie Bruce, Founder & CEO of MOLO. In this episode, Sophie Bruce shares her journey of founding MOLO—a tech startup designed to revolutionize how modern families manage the mental load of parenting. Sophie opens up...

    Sep 29, 2025

    42m
15. 11

    Bootstrap Confidential - Episode 11 - Matthew Grant

    🎧 Episode Snapshot: Talent, Truths & Tech That Sticks Featuring Matthew Grant, Founder & CEO of InsTech This episode dives into the realities of building a successful tech business in insurance and beyond. Matthew Grant shares hard-won insights on attracting and retaining top talent, and why...

    Sep 9, 2025

    36m
16. 10

    Bootstrap Confidential - Episode 10 - Jane Bianchini

    🎧 Episode Snapshot: Branding, Breakthroughs & Startup Grit Featuring Jane Bianchini, Tech Founder & Entrepreneur This episode explores the power of networking and personal branding, and what it takes to create a new market while challenging the status quo. We dive into blind optimism…

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    Aug 14, 2025

    41m
17. 9

    Bootstrap Confidential - Episode 9 - Olivia Leong

    🎧 Episode Snapshot: Founding Boldly & Leading Authentically Featuring Olivia Leong, CEO & Founder of Verra Asia. This episode explores the transition from corporate life to startup founder, unpacking the realities of bootstrapping and the mindset shifts required to build something from scratch.…

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    Aug 6, 2025

    40m
18. 8

    Bootstrap Confidential - Episode 8 - Sam Dybac

    🎧 Episode Snapshot: Second Chances, Side Hustles & Startup Truths Featuring Sam Dybac, Founder & Communications Strategist In this episode, Sam Dybac shares what it’s really like to be a second-time founder—why failure fuels growth, how to turn a side hustle into a serious business, and the…

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    Jun 9, 2025

    35m
19. 7

    Bootstrap Confidential - Episode 7 - Angus Stevens

    🎧 Episode Snapshot: Purpose, Platforms & the Power of Tech Featuring Angus Stevens, CEO and Co-founder of Start BeyondIn this episode, Angus Stevens shares his journey from corporate to startup life, and how purpose, alignment, and values shape the culture of small, high-impact teams. We explore...

    May 27, 2025

    43m
20. 6

    Bootstrap Confidential - Episode 6 - Nick Boucher

    Bootstrap Confidential - Episode 6 - Nick Boucher, CEO & Co-Founder @ Karmo

    Apr 20, 2025

    40m
21. 5

    Bootstrap Confidential - Episode 5 - Ned Phillips

    Episode 5 with Ned Phillips

    Apr 9, 2025

    41m
22. 4

    Bootstrap Confidential - Episode 4 - Josh Frith

    Bootstrap Confidential - Episode 4 - Josh Frith

    Mar 18, 2025

    44m
23. 3

    Bootstrap Confidential - Episode 3 - Rupert Lee-Browne

    How to bootstrap a fintech to a billion sterling in annual turnover and to profitability Listen as Charles Green talks to Rupert Lee-Browne, founder and CEO at Caxton about: • How and why to bootstrap a fintech business and why you shouldn’t raise money • The value and importance of control •...

    Mar 5, 2025

    40m
24. 2

    Bootstrap Confidential - Episode 2 - Taryn Williams

    From walking the runway to building her own- how a 21 yr old model bootstrapped her way to success Listen asCharles Green andChloé James chat to Taryn Williams, multiple founder, who gives some great hands on advice about: - Building a runway - The difference with bootstrapping a tech business -...

    Feb 12, 2025

    35m
25. 1

    Bootstrap Confidential - Episode 1 - Luke Janssen

    The man who sold a parachute to bootstrap an $88m business – check out the new podcast from Bootstrap Confidential, the playbook for bootstrappers globally. Built by bootstrappers for bootstrappers it provides you with all the tools you need to bootstrap your own business. Go to...

    Jan 28, 2025

    40m