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The Entrepreneur Experiment
The Entrepreneur Experiment
Author: Gary Fox
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© 2025 Gary Fox
Description
Discover how world-class entrepreneurs, elite thinkers, and peak performers master success in business, body, and brain.
Every week, I sit down with extraordinary people to explore how they build thriving businesses, maintain peak physical health, and cultivate sharp, resilient minds.
Together, we’ll discover the habits, systems, and experiments they use to create their unique formulas for success.
Join me as you learn how to build like a founder, train like an athlete, and think like an artist—so we can all find our formula for success.
This isn’t just a podcast; it’s a blueprint for a new kind of founder—one who balances ambition with wellness, hard work with mental fitness, and success with purpose.
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Nick Keegan, the CEO & co-founder of MailMetrics is your mentor this week. He teaches us how to use venture debt and company acquisitions to supercharge your company growth. Check out the full podcast here - https://www.youtube.com/watch?v=OPRHfAvJGC0 --- Thanks to my Partners - Visit them to support the podcast Growing Further: https://bit.ly/3Lia2tn Iconic Offices: https://bit.ly/3vPQAzF
In today's Mentor Moment, we are going all the way back to episode 67 with Brody Sweeney. Brody founded the famous O'Brien's Sandwich Bars before going on to found Camile Thai. This week's mentor teaches us how to deal with failure and most importantly how to bounce back. In a brutally honest interview, Brody shared what it meant to lose a global empire at the height of his business fame and how he used that to fuel even bigger success the second time around with Camile Thai. If you are trying to figure out how to bounce back from a loss or setback, this mentor has the answers you need. Sponsored by Square - Power your Business with Square Visit Square: https://squ.re/3x8oiOo Location Partner: Iconic Offices Claim your free office for a day: https://bit.ly/iconicEE23 MentorsWork - Get a free mentor https://bit.ly/eementorswork Music by Andrew Applepie
In this episode of The Entrepreneur Experiment, Gary Fox sits down with Ken Rideout for a conversation that goes far beyond endurance sport. Yes, they talk about marathons, HYROX, discipline, and what it really feels like to stand on a start line ready to compete — but this episode is really about identity, effort, masculinity, parenting, business ambition, and the mindset required to keep going when life gets hard.
Ken opens up about what success actually means to him, why he believes failure is simply not trying, and how he’s learned to reframe adversity — from losing jobs to helping his wife through cancer treatment. He shares his brutally honest view that most people underestimate what they’re capable of, explains why he’s driven more by discipline than motivation, and reveals the internal pressure, imposter syndrome, and dark mental places that often sit beneath elite performance.
This is not a polished “morning routine” conversation. It’s a raw, funny, provocative and deeply human episode about competing hard, living truthfully, protecting your energy, and building a life where you do more of what matters - and less of what doesn’t.
Show Notes
In this episode, we cover:
🔥 Why Ken believes success is rooted in family, friendship, and community — not status
💥 His definition of failure: not trying
🏃 The mindset he brings to marathons, HYROX, and elite competition
🧠 Why discipline matters more than motivation
😬 The imposter syndrome and insecurity behind high performance
📚 How Ken’s story went from “toiling in darkness” to bestselling author and major podcast guest
👊 Why he thinks 99% of people underestimate their own potential
🏠 Parenting, social media boundaries, and raising strong kids in a soft world
💼 His business philosophy: make enough money so you never have to do things you don’t want to do
⌚ The tools he actually uses: Whoop, sauna, cold plunge, and his beloved 8 Sleep setup
😅 Why he hates LinkedIn, protects his relationships, and refuses to be performative online
* Our Sponsors *
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About Ken Rideout:
Ken’s Book: Everything You Want Is On The Other Side of Hard: https://www.theothersideofhard.com/
Follow Ken on Instagram: https://www.instagram.com/ken_rideout/?hl=en
Follow Ken on TikTok: https://www.tiktok.com/@ken_rideout
Ken Rideout on YouTube: https://www.youtube.com/@ken_rideout
Follow The Entrepreneur Experiment
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In this Mentor Moment, Gerry Hussey shares a simple but powerful way to visualise success that founders can actually put into practice. Instead of vague “future goals,” Gerry breaks it down into outcomes, daily process enablers, and identity — becoming the person who already lives the life you’re working towards.
You’ll hear his step-by-step exercise to map what you want, identify the habits that get you there, and close the gap between who you are today and who you need to become.
For the full conversation with Gerry Hussey, listen to Episode 413 of The Entrepreneur Experiment.
*Our Sponsors *
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In this episode of The Entrepreneur Experiment, Gary Fox sits down with Eoin Cluskey, founder and head baker of Bread 41, the Dublin bakery business built on craft, care, and real food. From leaving school early and training as a carpenter to finding his calling in kitchens abroad, Eoin shares the winding road that led him back to Ireland to build one of the country’s most loved bakery brands. Bread 41 launched in 2018 and has since expanded across multiple locations while staying fiercely committed to quality and values.
This is a conversation about much more than bread. Eoin opens up about losing money in a failed early venture, writing the original Bread 41 vision in a copybook, building a 24/7 bakery model, scaling without taking on growth for growth’s sake, and why he’d rather walk away than compromise the product. If you’re trying to build a business that grows without losing its soul, this episode is packed with practical wisdom.
Show notes
In this episode, we cover:
🔥 Why “simplicity scales, complexity fails” applies to almost every business
🥖 How Eoin went from carpenter to baker after a chance opportunity in Australia
🌍 Why travel, loneliness, and coming home to Ireland changed his life
📓 The copybook vision that became Bread 41
💸 The failed first business that cost him €25,000 — and what it taught him
📍 Why opening on Pearse Street worked because of community, not just footfall
⏰ How Bread 41 built a 24/7 operating model around bread, pastry, and wholesale
📈 The real challenge of going from one bakery to two without breaking the culture
🧠 Why founders can’t scale if they need to be in the business 24/7
🌾 The long-term vision to move into Irish milling and support local growers
👥 Why care is the company’s number one value
🏡 The family wake-up call that changed how Eoin thinks about success
“The day I add an additive or preservative to the bread is the day I walk away.”
Links and resources
Bread 41 official site:https://bread41.ie/
Bread 41 Instagram: https://www.instagram.com/bread41bakery/?hl=en
Bread 41 locations: including Pearse Street, Stillorgan, Cabinteely, and Greystones.
*Our Sponsors *
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Andrea Reynolds, Founder & CEO of Swoop, joins Gary to break down what founders actually need to know about funding, cash flow and building a business that lasts.
Andrea started Swoop after becoming deeply frustrated by how hard it was for business owners to access grants, loans and funding quickly. What began as anger at a broken system became a fintech platform helping businesses access cash faster, automate funding applications and identify savings across essential services.
In this conversation, Andrea shares the real-world funding lessons most founders only learn the hard way: why you should raise debt before you need it, why revenue solves more problems than almost anything else, how to think about investors properly, and why profitability matters more than hype.
She also opens up about building under pressure, raising millions across multiple rounds, expanding internationally, surviving market shocks, and why empathy is still her most important business principle.
If you’re a founder, operator or business owner trying to grow without losing control, this one is packed with practical insight.
Show notes
Andrea Reynolds is the Founder & CEO of Swoop, a fintech platform helping businesses access funding faster through data, automation and smarter financial decision-making.
In this episode, Gary and Andrea discuss:
Why businesses fail when cash flow gets tight
The original frustration that sparked Swoop
How Andrea manually tested demand before building the product
Winning early funding through timing, momentum and experimentation
The open banking opportunity that accelerated Swoop’s growth
What founders get wrong about fundraising
Why you should raise before you actually need the money
The difference between debt, grants and equity
Why some investors can become a liability
How to think about boards, board observers and investor fit
Why diversification matters in a volatile market
The shift from “growth at all costs” to profitability
Expanding from Ireland and the UK into the US and beyond
Building a forever business instead of chasing hype
Andrea’s personal approach to time, energy and staying grounded
The books, habits and mindset shifts that have shaped her
This episode is full of practical advice for founders navigating growth, fundraising and uncertainty.
Links and resources mentioned
Swoop: https://swoopfunding.com/ie/
Enterprise Ireland: https://www.enterprise-ireland.com/en/
Books:
The Hard Thing About Hard Things by Ben Horowitz
High Output Management by Andrew Grove
The Art of War by Sun Tzu
*Our Sponsors *
Nostra: https://bit.ly/nostra26
Azure: https://bit.ly/azure26
Rory’s Travel Club: https://bit.ly/rorys26
Chartered Capital: https://bit.ly/49ZuFrk
In this Mentor Moment, Anthony Gallagher, founder of Petstop, Ireland’s leading Independent Pet Retailer, shares what he’s proudest of after decades in business: the people who stayed. From team members who have been with him for nearly 30 years to multi-generational families now working across the business, Anthony reflects on why great companies are built by investing in people, staying close to customers, and never losing touch with what’s happening on the ground.
He also shares why he still visits stores every week, how innovation helped Petstop scale through major change, and why the basics — listening, learning, and paying attention to detail — matter more than ever.
For the full conversation with Anthony, listen to Episode 425 of The Entrepreneur Experiment.
Our Sponsors:
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Azure: https://bit.ly/azure26
Rory’s Travel Club: https://bit.ly/rorys26
Chartered Capital: https://bit.ly/49ZuFrk
Will Meara is the founder behind Bingo Loco — the 3-hour bingo rave that sells chaos as an experience and somehow turns strangers into mates in the space of one night.
In this episode, Will breaks down how Bingo Loco went from a scrappy experiment in Dublin to a global live-experience machine — running roughly 2,000 events a year, active in around 270+ cities, with a team of ~276 people and ~200+ performers (MCs, DJs and talent) powering the shows.
We get into the real mechanics most people miss:
why Bingo Loco works as “competitive socialising” (a focal point that removes the awkwardness of meeting up)
the win-win commercial model that makes venues want you back
how they localise every show so it feels native (Texas ≠ New York ≠ Melbourne)
how you keep quality when you’re doing 40–60 shows at the same time on peak weekends
the experimentation framework Will uses to launch new concepts: design → test variables → stress-test scalability → rollout
We also flip the mic: Gary shares why the new studio is built around hospitality — making every step of the guest experience feel effortless — and Will shares the belief most founders won’t like: sometimes you need to smash your own structures before bureaucracy kills growth.
If you’re building in events, community, hospitality, or any experience-led business — this is a masterclass in distribution, localisation, and disciplined creativity.
In this episode
Why Bingo Loco works as competitive socialising (a focal point that removes the awkwardness of meeting up)
The “win-win” model: how to structure deals so venues genuinely want you back
How to scale globally without losing the magic: localise everything (music, humour, pacing, crowd expectations)
Why “you can’t multiply chaos without discipline” (and what discipline looks like backstage)
How they recruit and train talent for a 3-hour live show (and why it’s so hard to do well)
The feedback loops that protect quality: customer feedback + venue feedback + mystery shopping
The framework Will uses to launch new concepts: design → test variables → stress-test scalability → rollout
Why distribution is the real prize: once you have venues + trust, you can roll out new IP layers fast
Founder lesson: too much structure kills growth, too little structure kills scale — and sometimes you must break your own rules
Links & resources
Guest / company
Bingo Loco (official): https://www.bingoloco.com/
Locomotive HQ (Bingo Loco + concepts): https://locomotivehq.com/
Locomotive Live — Bingo Loco page: https://www.locomotivelive.com/bingoloco
Will Meara on LinkedIn: https://ie.linkedin.com/in/williammeara
Book mentioned
Shantaram (Gregory David Roberts)
Tool mentioned
Brick (phone focus device/app): https://getbrick.app/
Sponsors
Nostra: https://bit.ly/nostra26
Azure: https://bit.ly/azure26 Rory’s Travel Club: https://bit.ly/rorys26
Chartered Capital: https://bit.ly/49ZuFrk
In this Mentor Moment, Rory King - founder of Rory’s Travel Club - breaks down the content engine behind building a simple, low-cost membership business at scale. He shares how they publish across multiple platforms every day, the split between posts that convert (offers), posts that build trust (reviews/testimonials), and posts that drive engagement (questions, entertainment), plus why “value first” is the only strategy that lasts.
If you’re trying to grow an audience, build a personal brand, or turn attention into recurring revenue, this is packed with practical takeaways you can apply immediately.
For the full conversation with Rory, listen to Episode 421 of The Entrepreneur Experiment.
Nostra: https://bit.ly/nostra26
Azure: https://bit.ly/azure26
Rory’s Travel Club: https://bit.ly/rorys26
Chartered Capital: https://bit.ly/49ZuFrk
In this episode, Gary sits down with Dr Caitriona Ryan and Dr Niki Ralph, co-founders of the Institute of Dermatologists in Dublin, to unpack how they built a modern “centre of excellence” model in Irish private care - combining medical dermatology, cosmetic dermatology, skincare, and a growing surgical pathway under one roof.
They share the realities of scaling a high-trust healthcare business (systems, hiring, standards, and culture), how COVID sparked a major pivot into new services, and why Ireland needs to shift from reactive healthcare to preventative, longevity-led thinking. Plus: the story behind ID Formulas, their new data-driven approach to supplements (including wearables integration), and what they believe actually moves the needle for healthspan.
Show Notes
Why Caitriona and Niki built a centre of excellence model (and why it’s scalable)
A day in the life of two Consultant Dermatologists with five businesses and thousands of patients
The difference between medical dermatology and cosmetic dermatology
How they protect standards at scale: meetings, feedback loops, SOPs, and hiring
The COVID moment that forced a pivot - and led to a new surgical model
Their longevity philosophy: healthspan over lifespan
The “longevity hype” they’re most sceptical of — and what they’d focus on instead
A simple, no-fuss skincare framework for founders (men + women)
Links & Resources
Institute of Dermatologists (IoD): https://instituteofdermatologists.ie
IoD Instagram: https://www.instagram.com/instituteofdermatologists/?hl=en
ID Formulas waitlist: https://www.idformulas.com/
Dr Caitriona Ryan Instagram: https://www.instagram.com/caitrionaryandermatology?igsh=MW5jcGhleGFxMWRieg==
Dr Niki Ralph Instagram: https://www.instagram.com/drnikiralph?igsh=MWl2anNucWc5MDR0Yg==
Things mentioned in the episode
WHOOP: https://www.whoop.com
Oura Ring: https://ouraring.com
Book — Unreasonable Hospitality (Will Guidara)
Book — Outliers (Malcolm Gladwell)
Book — Good to Great (Jim Collins)
EltaMD UV Clear SPF from IoD site(mentioned as a daily sunscreen option): https://instituteofdermatologists.ie/collections/elta-md-skincare
Episode sponsors
Nostra: https://bit.ly/nostra26
Azure: https://bit.ly/azure26
Rory’s Travel Club: https://bit.ly/rorys26
Chartered Capital: https://bit.ly/49ZuFrk
Disclaimer
This episode is for general information and education only and does not constitute medical advice. Always consult your GP, pharmacist, or qualified healthcare professional for personalised guidance, especially before starting new supplements or treatments.
In this bite-sized Mentor Moment, Seán Brett shares the raw, real start of his entrepreneurial journey - leaving school at 14 after being misunderstood for dyslexia and ADHD, and turning that experience into creativity, resilience, and a relentless drive to build a better life.
Seán breaks down why “non-traditional” beginnings can become an advantage, how early selling teaches you more than any classroom, and why understanding people - not just products - is at the heart of business.
For the full conversation with Seán (and why it became a listener favourite), listen to Episode 419 of The Entrepreneur Experiment.
Check out our sponsors:
Nostra: https://bit.ly/nostra26
Azure: https://bit.ly/azure26
Rory’s Travel Club: https://bit.ly/rorys26
Chartered Capital: https://bit.ly/49ZuFrk
What doesn’t disappear in a recession? Money. What disappears is confidence — and that’s where opportunity lives.
In this episode of The Entrepreneur Experiment, Gary sits down with Ray Ryan, founder of The Noledge Group, for a wide-ranging, founder-first conversation on staying relevant through decades of tech change — from mainframes, to PCs, to cloud… and now AI, agents, and wearables.
Ray shares how he’s built and evolved a business by spotting shifts early, testing relentlessly, and focusing on what actually creates productivity (hint: it’s not hype — it’s time saved). They get into why voice + visual is the real unlock, how agentic AI changes the game, why the keyboard era is ending, and the simple human rule behind adoption: benefit must outweigh friction.
This is a practical, honest conversation about how founders survive (and win) through change — and why systems, experimentation, and enthusiasm matter more than ever.
In this episode:
Why recessions are really confidence cycles (and where opportunity comes from)
Tech cycles: mainframe → network/PC → cloud → AI
The next shift: wearables + edge computing + AI agents
Why voice is the “unlock” (and keyboards are on the way out)
Business is experimentation: testing, packaging, and customer psychology
Scaling through acquisitions — and why “audience” matters in business
Ray’s best advice: cash flow and enthusiasm (and why enthusiasm wins
About the guest
Ray Ryan is the founder of The Noledge Group, working with businesses on improving how they run finance and operational systems—helping leaders move from messy, manual workflows to clearer reporting and stronger decision-making.
Links & resources
The Noledge Group: https://noledge.ie/
Ray Ryan (LinkedIn): linkedin.com/in/rayryanossm
Power Law of Podcasting (course): https://stan.store/garyfox/p/the-podcasting-power-law
Our Sponsors
Nostra: https://bit.ly/nostra26
Azure: https://bit.ly/azure26
Rory’s Travel Club: https://bit.ly/rorys26
Chartered Capital: https://bit.ly/49ZuFrk
Follow & support the show
If you enjoyed this episode, please subscribe, share it with one founder friend, and leave a review - it helps more than you think.
Connect with Gary / The Entrepreneur Experiment:
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In this weekend’s Mentor Moment, Charlene Flanagan and Niamh Ryan - the founders of Ella & Jo - share a refreshing take on what success really means. Instead of chasing someone else’s version of the win, they talk about defining success for yourself: freedom, family time, building from the west of Ireland, and creating a legacy by bringing a brand from “nothing” to customers in over 50 countries.
If you’ve ever felt swept up in external pressure - the numbers, the milestones, the “next thing”- this clip is your reminder to pause, reassess, and choose what you actually want your life to look like.
For the full conversation with Charlene and Niamh, listen to Episode 417 of The Entrepreneur Experiment.
Nostra: https://bit.ly/nostra26
Azure: https://bit.ly/azure26
Rory’s Travel Club: https://bit.ly/rorys26
Chartered Capital: https://bit.ly/49ZuFrk
In this brand-new Masterclass Special, Gary Fox sits down with Diarmuid Corcoran of Chartered Capital to unpack the money questions Irish founders avoid - until it’s too late.
They talk openly about why money can still feel like a “dirty word” in Ireland, why founders can be brilliant at making money but hesitant to manage it, and how wealth often compounds simply because of maths. Diarmuid breaks down the core principles of long-term investing (without the hype), the psychology that causes people to panic at the wrong time, and the practical founder moves that build real security - like taking a salary, using pensions properly, and keeping “fun investing” firmly contained.
If you’ve ever said “I’ll start later,” “I’ll wait for the markets to settle,” or “my business is my pension,” this episode is the reset.
Important note
This episode is education and perspective - not personalised financial advice. Always do your own due diligence and speak to a qualified advisor/accountant for your circumstances.
Show notes
What you’ll learn
Why the “rich get richer” is often compounding in action
Why Ireland has a unique relationship with money (scarcity mindset + property-first thinking)
The hidden risk of “safe” cash: inflation eroding purchasing power
Time in the market vs timing the market (and why “waiting” usually backfires)
The psychology behind bad money decisions: recency bias, fear headlines, and the Dunning–Kruger effect
“Set-and-forget” investing, and why boring usually wins
The founder dilemma: all eggs in the business and no personal de-risking plan
Pensions: why they can be tax-efficient, protective, and misunderstood
The “de-risking” concept approaching retirement (and the 2008 lesson)
A simple way to start investing regularly (and remove emotion from the process)
The “playpen” rule: keeping speculative investing (stocks/crypto/startups) to a small %
Founder mistakes Diarmuid sees constantly:
Not taking a salary early
Not paying a spouse/partner (where relevant)
Being far too cautious in long-term pension funds
Missing employer pension matching
More about Chartered Capital:
Chartered Capital Initial Query Form (https://bit.ly/4a89Mcp) for people who want to get in touch. When people fill this out, Chartered Capital will reach out to them afterwards to arrange a meeting. They also circulate a monthly newsletter that generally only consists only of good news and isn’t ever in any way technical: Newsletter link (https://crafty-innovator-3012.kit.com/57ab7f6ffd)
Link to Blogs on Chartered Capital website (https://charteredcapital.ie/insights/blogs-and-news/)
Chartered Capital Website (https://bit.ly/charcap)
This is a super video on Robert Cialdini’s work for those who don’t have time to read the full book = Science of persuasion - Robert Cialdini (https://youtu.be/cFdCzN7RYbw)
The Financial Planners Ireland website: https://fpireland.ie/
Our Sponsors:
Nostra: https://bit.ly/nostra26
Azure: https://bit.ly/azure26
Rory’s Travel Club: https://bit.ly/rorys26
Chartered Capital: https://bit.ly/49ZuFrk
Book Recommendations
General Psychology = Influence – The Psychology of Persuasion (https://amzn.to/4bB6q4c) by Robert Cialdini and The 48 Laws of Power (https://amzn.to/49XcBON)by Robert Greene.
Running a business = Traction (https://amzn.to/4qgiJGM) and Rocket Fuel (https://amzn.to/3ZdOqWa) by Gino Wickman.
Personal Finance = The Psychology of Money (https://amzn.to/4rosi7w) by Morgan Housel.
In this Mentor Moment, Keilidh Cashell shares the exact moment her career pivoted - she left her job on the makeup counter with plans to build a weekend client business… and instead, brands started reaching out with paid opportunities straight away.
Keilidh breaks down how she stayed true to her values, learned the realities of the influencer industry, and why trust and long-term partnerships matter more than a quick ad.
🎧 Want the full story? Listen to Episode 414 of The Entrepreneur Experiment for the complete conversation with Keilidh.
Our Sponsors:
Nostra: https://bit.ly/nostra26
Azure: https://bit.ly/azure26
Rory’s Travel Club: https://bit.ly/rorys26
Chartered Capital: https://bit.ly/49ZuFrk
In this episode of The Entrepreneur Experiment, Gary Fox sits down with Spencer Matthews - founder of CleanCo, endurance adventurer, and the definition of a modern founder operating across business, body and brain.
Spencer shares the real story behind his identity shift: from heavy drinking and coasting, to building extreme discipline through endurance challenges, and channeling that same intensity into building CleanCo. He opens up about raising big money, moving too fast, the U.S. expansion that didn’t land, stepping back from the day-to-day, and what he’d do differently if he was starting again.
If you’re building something and trying to balance ambition with sustainability, this one is a masterclass in reinvention, risk, and rebuilding properly.
Show Notes
In this episode, we cover:
🔥 The wake-up call that made Spencer quit drinking, and why “identity shift” beats habit change
🚀 How CleanCo started: spotting the gap in non-alcoholic spirits and going all-in with zero experience
📈 Scaling lessons: big fundraising, big valuation pressure, and the hidden cost of moving too fast
🇺🇸 The U.S. launch mistake: “no education” + rushing expansion and the 3-year cleanup
🔁 Rebuilding properly: consistency, patience, and focusing only where you can win
🏃♂️ Why hard challenges feel liberating, and how endurance became his operating system
🧠 How he runs life week-to-week: training, staying busy, trusting great people, and avoiding the scroll
🏝️ The long game: why he sees a future chapter in the Eden Rock family business
Links & Resources
Spencer Matthews (Instagram): https://www.instagram.com/spencermatthews/
CleanCo / Clean Liquor: https://www.clean.co/
Untapped (podcast): https://open.spotify.com/search/Untapped%20Spencer%20Matthews
James’s Place (mentioned): https://www.jamesplace.org.uk/
Our Sponsors:
Nostra: https://bit.ly/nostra26
Azure: https://bit.ly/azure26
Rory’s Travel Club: https://bit.ly/rorys26
Chartered Capital: https://bit.ly/49ZuFrk
Welcome back to The Entrepreneur Experiment for 2026 - and Season 28 kicks off with a special format: an Ask Me Anything Q&A. Gary answers the most “juicy” questions sent in over Christmas (LinkedIn, Instagram, and the newsletter), covering everything from taking the podcast global, to the tools and team behind the scenes, to why he’s doubling down on founder-led brands in the age of AI.
You’ll also hear Gary’s hot takes for 2026 (see: remote vs. hybrid: pick a lane), the founders he believes will have breakout years, what he’d do differently if he started again, and the one mindset shift he’s bringing into the new season: decisiveness.
🎧 If you like this AMA style, Gary’s already decided: more Q&As are coming - including AMAs with past guests, o make sure you’re following us on socials (linked below) to get involved, or join the newsletter (linked below).
Show Notes
In this Season 28 opener, Gary kicks off 2026 with an Ask Me Anything episode — answering questions sent in over Christmas from LinkedIn, Instagram, and the newsletter.
We touch on:
When (and how) the podcast is going global — UK, Middle East, and the US
The 2026 goal: don’t look like a podcast — look like a media company
The team + tools behind the scenes (and the one tool Gary can’t live without)
Founder-led brands in the age of AI: why Gary is more bullish than ever
A few breakout predictions for the year ahead
Gary’s hot take for 2026 (and why “uncertainty” kills momentum)
What he’s leaving in 2025… and what he’s bringing into 2026
If you want more of these AMAs, tell Gary —-he’s already planning the next twist on the format.
Resources (mentioned or referenced)
Books
Unreasonable Hospitality — Will Guidara
People / Brands referenced
Manna (Bobby Healy) - https://www.manna.aero/
Tech Powered Luxury - https://www.instagram.com/techpoweredluxury/?hl=en
Ireland Fashion Week - https://www.instagram.com/irelandfashionweek/?hl=en
Represent (George Heaton) - https://www.instagram.com/georgeheaton/?hl=en
Marchon (Ollie Marchon / bottle + products) - https://www.instagram.com/olliemarchon/?hl=en
“Open Residency” episode with George Heaton (hosted by Mark Brazil, co-founder of IKONICK) - https://www.youtube.com/watch?v=6tTLUuD06AY
Tools Gary uses
Notion
ChatGPT
Calendly
Typeform
ManyChat
Todoist
Moleskine
——
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—-
Music Credit: “Nobody Knows” by Andrew Applepie — used under royalty-free license.
Recorded live at The Sugar Club, this special edition of The Entrepreneur Experiment brings three standout Irish founders on stage for an honest, high-energy conversation about building modern businesses in public.
Aine Kennedy, founder of The Smooth Company and newly crowned EY Entrepreneur of the Year, shares how she launched her first product with no budget, built everything herself, with the help of her family, and turned documenting the journey on TikTok into 150 million organic views, now shipping to 70 countries worldwide.
Nadia Adan, founder of Ashford Motors, breaks down how she went from a small yard and a handful of cars to creating one of Ireland’s most recognisable automotive brands - by obsessing over customer experience, moving faster than traditional dealers, and using social media to build trust at scale.
Rounding out the panel, Jack Pierse, co-founder of Wayflyer and now Bold Golf and Happy Stack, reflects on launching a fintech at the start of COVID, scaling to €100 million per month in lending, the realities of hypergrowth, and what he’s doing differently this time.
From viral content and community-led growth to staying lean, moving fast, and learning the hard lessons of scale, this live episode is packed with real-world insight, plenty of humour, and unfiltered founder stories. An entertaining and insightful listen for you!
Show Notes
Hosted by Gary Fox, with Aine Kennedy, Nadia Adan, and Jack Pierse
Recorded live at The Sugar Club, Dublin
How Aine Kennedy launched The Smooth Company from scratch and built a global brand by documenting the journey online
Turning TikTok into a growth engine: 150 million organic views and customers in 70 countries
Why building in public — without gatekeeping — is changing who feels able to start a business
Nadia Adan’s rise from a small car yard to one of Ireland’s most recognisable automotive brands
Using customer service, flexibility, and speed to outperform traditional main dealers
Dealing with online trolls when reputation and real-world sales are on the line
The Wayflyer origin story: launching during COVID and scaling to €100M per month in lending
The realities of hypergrowth, rapid hiring, and the lessons learned the hard way
Why Jack Pierse is building his second company, Happy Stack, slower and leaner
A candid, entertaining live discussion on growth, community, and staying adaptable in modern business
Links & Resources
The Smooth Company – https://www.thesmoothcompany.com/
Ashford Motors - https://www.ashfordmotors.ie/
Happy Stack – https://www.happystack.com/
Bold Golf - https://bold-golf.com/
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Music Credit: “Nobody Knows” by Andrew Applepie — used under royalty-free license.
How do you build a powerful business network when you’re starting with no members, no brand, and no shortcuts?
In this Mentor Moment, Trevor McFarlane, founder and CEO of EMIR, shares how he built one of the Middle East’s most influential private CEO networks — starting with a single event, a lot of nerve, and an obsession with trust and curation.
Trevor explains why optics matter, how credibility compounds over time, and why protecting the integrity of a network is far more valuable than short-term revenue.
🎙️ To hear the full story — including how EMIR scaled across the region and the lessons Trevor learned along the way — listen to Episode 411 of The Entrepreneur Experiment.
💡 If you enjoy these short Mentor Moments, don’t forget to follow or subscribe to the podcast for more founder insights every week.
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Subscribe to our newsletter for weekly inspiration on Business, Brain and Body, as well as exclusive events, courses and more, straight to your inbox. It's free! https://www.mrgaryfox.com/subscribe-1
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Visit my partners
Azure Communications: https://bit.ly/azureEE
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Music Credit: “Nobody Knows” by Andrew Applepie — used under royalty-free license.
In this episode of The Entrepreneur Experiment, Gary Fox welcomes back Matthew Coffey, co-founder of Squid, Ireland and the UK’s largest local loyalty network with 550,000+ users and nearly 2,000 independent businesses.
What began as a simple tap-for-coffee reward app has evolved into a powerful loyalty and payments infrastructure - and now Squid has launched Wave, a universal points currency described as “air miles for the high street.” You can now earn points in one brand and redeem them in another, all by linking your everyday spending cards.
Matthew breaks down how Squid integrated with global giants like Square, raised over €10 million, and is now preparing to expand Wave across Europe as a new rewards-powered payment rail. He also shares the founder lessons he’s learned, from communication to fundraising to scaling fast without losing trust and integrity.
If you’re curious about loyalty, fintech, payments, or the realities of scaling a startup into a European network, this episode is essential listening.
Show Notes
In this episode, Gary chats with Matthew about:
How Squid grew from free coffee stamps to 550,000+ users and almost 2,000 independent businesses.
Why Matthew & Katie focused on coffee shops to build a two-sided network from scratch.
Introducing Wave — “air miles for the high street” where you earn across brands automatically.
How card-linking with Visa/Mastercard/Amex enables one-touch loyalty.
The impact of integrating with Square to give independents big-brand loyalty and data tools.
The journey from early-stage startup to raising over €10m, including a €1.7m+ crowdfunding round.
The North Star metric Squid tracks: the total free product given back to users.
Squid’s two-step scaling playbook for Europe: launch loyalty locally, then layer Wave on top.
Why 2026 will be the “year of payments” as Squid builds a rewards-driven payment rail.
Matthew’s biggest founder lessons: communicate better, expand earlier, trust technology, and be relentless.
Links & Resources
Download Squid on iOS / Android: https://tr.ee/WFmx4sOqmR
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Subscribe to our newsletter for weekly inspiration on Business, Brain and Body, as well as exclusive events, courses and more, straight to your inbox. It's free! https://www.mrgaryfox.com/subscribe-1
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Visit my partners
Azure Communications: https://bit.ly/azureEE
Nostra: https://bit.ly/3HHwSMo
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Music Credit: “Nobody Knows” by Andrew Applepie — used under royalty-free license.





















Great podcasts from Gary. The interviews provide fascinating insights and inspiration from remarkable entrepreneurs. Valuable to budding and established entrepreneurs or if you just want to be more entrepreneurial in your own daily life! Gary gets a lot from his guests and his easy style makes the podcasts a great listen.