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Bulletproof Entrepreneur

Alan Smith
Entrepreneurship
Bitcoin
Financial Services
Business Growth
Tax Planning
Entrepreneurial Operating System
Gary Abela
Private Equity
Capital Gains Tax
Inheritance Tax
Business Exit Strategy
Business Transformation
Resilience
Business Valuation
Liquidity Events
Accountability
Exit Strategies
Investment
Financial Planning
Business Exits

A podcast for entrepreneurs – reverse engineering the formula for successful scale, sale and exit. Inspired conversations with world-class entrepreneurs and the specialists who support them.

PublishesTwice monthlyEpisodes97Founded4 years ago
Number of ListenersCategories
EntrepreneurshipBusinessInvesting

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Artwork for Bulletproof Entrepreneur

Latest Episodes

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Mark started his career at Ernst & Young writing transaction reports for corporates being sold, then walked away from big-business M&A to work with his dad in the family accountancy practice, the one his dad had spent 30 years turni... more

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Nigel Shanahan started his working life as a chartered accountancy trainee who "failed miserably", found his feet as an IBM salesman for 12 years, then left with a colleague and £250,000 of business angel funding to launch a text-me... more

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Mark Mills started buying and selling at school — literally, with bags of broken biscuits from the biscuit factory where his aunt worked. Three decades and five businesses later, after a £20,000 debt from the failed pay phone ventur... more

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Niraj was 30, healthy and getting ready for work when a stroke put him on the bathroom floor and eventually into the stroke unit at St Mary's Hospital in London. 

Fifteen years on, he has built five businesses across property, medi... more

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Key Facts

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Recent Guests

Nigel Shanahan
Entrepreneur and founder involved in Rant and Rave / Make Good Grow
Former CEO/Founder, Rant and Rave
Episode: #94 Nigel Shanahan: The 20-Year Journey From IBM Salesman to a £50M Tech Exit
Mark Mills
Entrepreneur, author of Making Your Mark, advisor to business owners on growth and exit
Independent consultant; mark.co.uk
Episode: #93 From the vault: Scaling to a £100m ARR business and successfully exiting with Mark Mills
Sam Smith
Founder/CEO of FinCap; later founder of Super Scalers; expert in corporate finance, growth strategy, and entrepreneurship
FinCap; Super Scalers
Episode: #91 Sam Smith: From Northern Rock Crisis to London IPO and Super Scalers
Martin Lightbody
Entrepreneur, former family bakery owner, founder of Lightbody Ventures
Lightbody Ventures
Episode: #90 Martin Lightbody - The Scottish Baker Who Conquered America's Cake Aisle
James Ashford
Entrepreneur and founder of GoProposal, previously ran multiple businesses and now helps firms optimize sales, pricing, and proposals.
GoProposal
Episode: #89 The 20-Year Overnight Success: Failed Businesses, Crippling Debt, and Building GoProposal Into an Eight-Figure Exit
Anton Padmasiri
Founder of WealthOS, former product leader in UK wealth tech
WealthOS (at time of interview)
Episode: #87 He arrived in the UK with £500 and sold his company to one of word's biggest banks - Anton Padmasiri
Daria Simanovich
Entrepreneur and author of The Immigrant Entrepreneur, host of conversations with founders
Independent entrepreneur, author, mentor
Episode: #86 Darya Simanovich — I Arrived in London with £300 and Built 15 Businesses. Here’s What Actually Worked.
Ian Grenfell
Music manager and founder of Quietus
Quietus
Episode: #85 The Music Entrepreneur Who Sold Out To Stay In - Ian Grenfell of Quietus
Neil Osmond
Entrepreneur, founder of Earthware
Earthware
Episode: #84 He was told his business was worth nothing. Five years later he sold it for millions - on his own terms.

Host

Alan Smith
Host of the show and interviewer; guides conversations with entrepreneurs and specialists to extract actionable insights.

Reviews

4.9 out of 5 stars from 180 ratings
  • Inspirational

    My favourite podcast channel, great to hear so many stories of grit and determination.

    Apple Podcasts
    5
    Phil aka Crazy
    United Kingdoma month ago
  • A must listen for any business owner of any size

    Came across this podcast in the last 12 months and wish I had found it much sooner. There are loads of brilliant tips for businesses of any size and any stage of development. I would highly recommend you give it a chance. The biggest lesson I’ve got is you should begin with the end in mind didn’t but I am now correcting

    Apple Podcasts
    5
    dfd1980
    United Kingdom2 months ago
  • Inspirational and insightful

    A must listen for all entrepreneur and business owners - brilliant guests, fantastic interviewing and every show brings a different insight into the challenges of being a business owner and entrepreneur. Highly recommended!

    Apple Podcasts
    5
    JacxMcQ
    United Kingdom8 months ago
  • Great interviewing

    First time listener - cracking conversation 👌

    Apple Podcasts
    5
    Davidg999
    United Kingdom8 months ago
  • 6 out of 5 stars

    Through Alan’s expert interview style we’re able to understand the human aspects associated to entrepreneurship, which the guests are generous enough to share. There are guests from all sorts of demographics and industries, so I’m sure everyone will get value. Many gems of wisdom throughout, this podcast is 100% worth the time commitment.

    Apple Podcasts
    5
    Jason.Barefoot
    United Kingdom10 months ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Listeners praise the host's authentic interviewing style and wide range of guests.
Frequents mentions of real-world lessons, including failures and how to avoid common mistakes.
Many say episodes feel like a masterclass in building and exiting businesses.
Listeners appreciate the focus on human-centered leadership and culture alongside numbers.
Audience notes the insights are practical, not just inspirational.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

#93 From the vault: Scaling to a £100m ARR business and successfully exiting with Mark Mills
Q: What were your headline numbers in terms of revenue when the cash machine business was at its peak?
The business turnover was just over £100 million a year, with margins around 35% and net profit around £20 million, supported by a scalable, recurring revenue model grounded in convenient location-based cash access.
#89 The 20-Year Overnight Success: Failed Businesses, Crippling Debt, and Building GoProposal Into an Eight-Figure Exit
Q: How did you prepare the business for exit from day one?
From early on, the plan was to build toward an exit by solving a clear, scalable problem for a specific audience (accountants). This included financial discipline, stakeholder transparency, and a robust pricing/engagement model, ultimately attracting an eight-figure acquisition.
#89 The 20-Year Overnight Success: Failed Businesses, Crippling Debt, and Building GoProposal Into an Eight-Figure Exit
Q: What role did mindset and self-awareness play in your success?
Mindset and self-awareness were central. The journey required confronting fear of rejection, embracing coachability, and aligning mindset with strategy, which allowed consistent progress and the ability to scale beyond the initial chaos.
#89 The 20-Year Overnight Success: Failed Businesses, Crippling Debt, and Building GoProposal Into an Eight-Figure Exit
Q: What was the hardest point of the entrepreneurial journey and how did you overcome it?
The hardest moments were balancing pressure from family and debt while preserving belief in the mission. The turning point came from sustained learning, mentors, and choosing to focus on one path with the right team, which enabled a breakthrough and the eventual GoProposal exit.
#86 Darya Simanovich — I Arrived in London with £300 and Built 15 Businesses. Here’s What Actually Worked.
Q: What patterns emerged from the successful ventures versus the failed ones?
Success tended to cluster around timely market access, local audience focus, and deliberate promotion; failures taught the value of rapid experimentation, realistic scope, and testing ideas with minimal risk.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

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Frequently Asked Questions About Bulletproof Entrepreneur

What is Bulletproof Entrepreneur about and what kind of topics does it cover?

This show centers on real-world entrepreneurship, scale, and exit planning through candid conversations with founders, investors, and advisers. Episodes frequently explore how to structure growth, align leadership and strategy, and design businesses with saleability in mind, often detailing practical frameworks, revenue diversification, and disciplined execution. Listeners can expect actionable playbooks, from pricing and forecasting to governance and ownership structures, wrapped in human, mentor-style storytelling. A standout trait is the mix of grit-focused founder journeys with concrete tactical takeaways, making it useful for growth-minded founders, operators, and investors seeking behind-the-scenes lessons on building valuable busines... more

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Which podcasts are similar to Bulletproof Entrepreneur?

These podcasts share a similar audience with Bulletproof Entrepreneur:

1. TRAP: The Real Adviser Podcast
2. Adviser 3.0: The Podcast
3. The Plannex Podcast
4. The Meaningful Money Personal Finance Podcast
5. Merryn Talks Money

How many episodes of Bulletproof Entrepreneur are there?

Bulletproof Entrepreneur launched 4 years ago and published 97 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on Bulletproof Entrepreneur?

Recent guests on Bulletproof Entrepreneur include:

1. Nigel Shanahan
2. Mark Mills
3. Sam Smith
4. Martin Lightbody
5. James Ashford
6. Anton Padmasiri
7. Daria Simanovich
8. Ian Grenfell

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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