Leo Judkins, Founder - iGaming Leader Mastermind

The iGaming Leader

Business EN ↓ 57 episodes

The iGaming Leader is hosted by Leo Judkins, founder of The iGaming Leader Mastermind. Every other week, Leo sits down with Founders, C-suite executives, and VPs from across the iGaming industry for conversations you won't hear on a conference panel. The real decisions. The hard calls. What leadership actually looks like from the inside. No keynote polish. No PR answers. Just honest conversations between people who know the industry. New episodes every other Wednesday.

Author

Leo Judkins, Founder - iGaming Leader Mastermind

Category

Business

Podcast website

www.igamingleader.com

Latest episode

Jul 4, 2026

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Episodes

Being Great at Marketing Won't Make You a Great Marketing Leader 04.07.2026

In this episode of the iGaming Leader Podcast, Leo sits down with Michael Baker-Mosley, ex-Head of Brand at Kambi, ex-CMO at iGP, and one of the most respected B2B marketing minds in iGaming. Michael pulls back the curtain on what it actually takes to step into a CMO role unprepared, why most B2B marketing in this industry is renting its audience rather than building one, and what happens when a l...

The Founder Who Got Tired of Gambling's Bullshit. So He Built Something Better. 20.06.2026

In this episode of the iGaming Leader Podcast, Leo sits down with Savvas Fellas, founder and CEO of MrQ, the bootstrap challenger brand that decided the UK gambling industry's nonsense had gone on long enough. Growing up on a council estate in Birmingham, Savvas built his way into iGaming through SEO, affiliates, and white-label operations before a simple question changed everything: why is the pl...

Why Most Founders Are Wrong About Who Should Lead Their Company 06.06.2026

In this episode of the iGaming Leader Podcast, Leo sits down with Ramiro Atucha, co-founder of Leander Games and Vibra Gaming, who has done something most founders never do twice: voluntarily stepped down as CEO of two companies he built from scratch. Ramiro pulls back the curtain on the painful reality of recognising when you are no longer the right person to lead what you created, the difference...

Why most entrepreneurs are not risk seekers, only bad at assessing risk. 23.05.2026

In this episode of the iGaming Leader Podcast, Leo Judkins sits down with Nigel Eccles, the co-founder and former CEO of FanDuel. Moving from a small dairy farm in Northern Ireland to scaling one of the most iconic brands in sports betting history, Nigel pulls back the curtain on the psychological distortions required to build a massive tech enterprise. The conversation challenges the foundational...

Business Has No Feelings: How to Scale by Being "Strategically Boring" 06.05.2026

In this episode of the iGaming Leader Podcast, Leo sits down with Richard Dennys, a two-time CEO and turnaround specialist who has navigated the highest stakes in digital marketing and iGaming.  Richard shares the dispassionate reality of the C-suite, arguing that because "business isn’t your friend," hard decisions must be made based on common sense rather than emotion. The conversation explores...

30 Years In iGaming: From Casino Dealer to £2BN CEO 25.04.2026

In this episode of the iGaming Leader Podcast, Leo Judkins sits down with Dan Phillips, a 30-year veteran of the industry who started his career as a trainee dealer in a Soho basement and rose to run a £2 billion turnover business. Dan shares the "no-bullshit" reality of leadership, from the gut-wrenching moment his biggest client walked away during his first week as a CEO to the complex ethics of...

Founder Mode: Whatever it takes to get the job done 01.04.2026

In this episode of the iGaming Leader Podcast, Leo sits down with Daniel Graetzer, the former CEO and Founder of MaximBet and Carousel Group.  Dan shares a raw, unfiltered account of the "tumbleweed effect" that comes with rapid scaling, eye-watering valuations, and the immense pressure of managing a high-profile brand in the US market. The conversation explores the "staring into the abyss" realit...

I Can Survive Anything: Cancer, Career, and Cutting the Bullshit with Line Peteri 25.03.2026

In this episode of the iGaming Leader Podcast, Leo sits down with Line Peteri, a powerhouse leader who has scaled teams across tech, fashion, and iGaming.  Line shares her raw, unfiltered journey of building a career since age 17, only to be reduced by others to her appearance, her relationships, and her health. She calls out the "fake bullshit" in the industry, discusses the isolation of being a...

Stop Fighting Alone: The Secret to Startup Survival 14.03.2026

In this episode of the iGaming Leader Podcast, Leo Judkins sits down with Ebbe Groes, the co-founder and CEO of EveryMatrix. From a garage in 2008 to building the world’s largest casino aggregation platform, Ebbe has navigated the brutal realities of scaling a B2B giant without the "fuel" of massive venture capital. Ebbe shares the high-stakes decisions of EveryMatrix’s "survival" era between 2015...

You Only Learn on the Way Down: Lessons from a $300M Reality Check 07.03.2026

In this episode of the iGaming Leader Podcast, Leo sits down with Charles Cohen, a serial entrepreneur who has experienced the industry's highest peaks and most isolating moments. From building beenz.com, one of the internet’s first digital currencies, to pioneering mobile-first gaming with Probability plc, Charles shares the raw reality of leadership when the "arc of the universe" refuses to bend...

The Secrets to Running 4 Companies in iGaming 25.02.2026

In this episode of the iGaming Leader Podcast, Leo Judkins sits down with Andy Rogers, the quiet force behind some of the industry's most significant behind-the-scenes developments. Andy shares his journey from industrial design to launching and exiting multiple agencies and technology firms, including his strategic tenure at Media Tech and the eventual founding of Rokker. The conversation explore...

Your Company is Not a Family: Bootstrapping Lessons with the Founder of TESTA 13.02.2026

In this episode of the iGaming Leader Podcast, Leo sits down with Kyle Wiltshire, the founder and CEO of TESTA. Kyle takes us on a journey from the high-octane "Wild West" days of Bodog in Manila to building a global, bootstrapped testing powerhouse from his base in Taipei. Kyle shares the "brutal" reality of scaling an operation from 50 to 1,200 people in a flash, the hard-learned lessons of deal...

The "Bait and Switch" of the C-Suite: Dealing with the gap between the job description and the reality of a company in trouble. 06.02.2026

In this episode of the iGaming Leader Podcast, Leo sits down with Ian Freeman, a commercial powerhouse who has navigated the high-stakes world of Kambi, IGT, and Inspired Entertainment.  Ian pulls back the curtain on the "Bait and Switch" of executive leadership, the moments when the glossy job description meets the grim reality of a business in crisis. Ian reflects on the formative trauma of losi...

From Affiliate Manager to CMO — Leading Through Crisis, Regulation & Restructure 17.01.2026

In this episode of the iGaming Leader Podcast, Leo sits down with Elen Barber, who went from affiliate manager to CMO at Kindred in just nine years, to explore what it really takes to lead through the industry's toughest challenges. Elen shares the brutal reality of her first weeks as CMO: facing a £100 million fine, Swedish re-regulation, plummeting share price, and multiple rounds of restructuri...

The Entrepreneurial Journey: 30 Years of Leadership Lessons from David McDowell 17.12.2025

In this episode of the iGaming Leader Podcast, Leo sits down with veteran executive David McDowell, co-founder of FSB Technology and an early pioneer in the B2B platform space, to unpack the brutal reality of the 30-year entrepreneurial journey. David shares the truth about leadership burnout (it's the weight of the decisions, not the hours), the biggest mistake CEOs make when scaling (waiting too...

The Architect of US Sports Betting and iGaming 03.12.2025

In this episode of iGaming Leader, Leo sits down with William J. Pascrell III, “BP3”. He is a partner at Princeton Public Affairs Group and a driving force behind the legalisation of sports betting and online gaming in the United States. BP3 shares the unseen cost of bold bets: losing every major client when he onboarded PokerStars to help bring iGaming to America, the two-year sprint that followe...

Taking the Mask Off: Leadership Through Doubt, Pressure and Authenticity 19.11.2025

In this episode of iGaming Leader , Leo sits down with Jovana Popovic Canaki , CEO of iGP and one of the few female leaders in the B2B iGaming space.  Jovana opens up about the emotional highs and lows of leadership, the hidden pressure of being “the strong one,” and the journey from intimidation and self-doubt to authentic, grounded leadership. The conversation explores losing her belongings abro...

The Calm CEO Playbook for iGaming Leaders 05.11.2025

In this episode of iGaming Leader, Leo sits down with Daniel Brooks , dual founder and hands-on CEO of BetComply and Ridentify . Daniel shares how a thoughtful, mentor-first approach lets him scale two companies at once, trust strong operators, and stay composed when cashflow shocks or client pull-outs hit.  He explains how journalling, walking meetings, and “breathing through” crises turn panic i...

Building a safe-to-fail team culture in iGaming 22.10.2025

In this episode of iGaming Leader, Leo s its down with Emma Blaylock , CEO of Pretty Technical and a tech leader who helped launch Kindle UK and drove early streaming at Sony. Emma shares how vulnerable leadership creates safe-to-fail teams that learn fast, stay calm under scrutiny, and execute with focus. The conversation explores helping your team feel safe-to-fail, hiring to your weaknesses, da...

What it really takes to make it as a founder 08.10.2025

In this episode of iGaming Leader, Leo sits down with Max Meltzer , founder, CEO and investor, to unpack the real mindset and habits behind building in our industry. Max charts his path from early entrepreneurship to a strategic “reset” back into employment, then leaving a top commercial role to found Strive Gaming.  He shares why founders must have the guts to fail , how prioritising health and f...

What compliance is NOT 24.09.2025

Why "compliance" might be the worst job title in iGaming — and what it should really be called instead. In this episode of iGaming Leader , Leo chats with Alex Henderson , VP of Compliance at Midnite and co-host of Compliance Chronicles .  From financial investigations at the UK National Crime Agency to scaling compliance teams across multiple markets, Alex reveals the hidden realities of leadersh...

Addiction in iGaming: A CCO’s Road to Recovery 10.09.2025

In this episode of iGaming Leader , Leo sits down with Huw Thomas , founder of Brandstage and co-founder of the new Recovery in Gaming community.  Huw shares his two-decade journey through the iGaming industry, including senior leadership roles and billion-pound exits, alongside the hidden personal battles that almost derailed his career. This conversation explores the pressures of executive life,...

Why I Never Focus on Problems as a CEO — Justin Anastasi 27.08.2025

Stay ahead of the industry. Join our newsletter for insights that will help you perform, grow, and lead at the highest level: https://www.igamingleader.com/signup In this episode of iGaming Leader , Leo sits down with Justin Anastasi , CEO of VentureMax Group and OverPWR.  With a career spanning call centres, catwalks, politics, and the C-suite, Justin shares how authenticity, resilience, and a re...

Why I Had to Slow Down to Save My Career — Lee McFarland on Resilience, Vulnerability, and Building Community 13.08.2025

In this episode of iGaming Leader, Leo sits down with Lee McFarland, a former British Army paratrooper and private security contractor turned iGaming industry executive.  Lee shares his journey from military life to the corporate world, opening up about his struggles with PTSD, alcohol, and the ongoing process of self-awareness and recovery. The conversation explores the challenges of transitionin...

Why High Performers Burn Out (But Don’t Quit) 29.07.2025

In this episode of iGaming leader, Leo sits down with Arturs Zagurilo, Chief Commercial Officer at Gamma Stack, who shares his inspiring journey from the banking sector to becoming a leader in the iGaming industry.  He openly discusses overcoming imposter syndrome, embracing his unique work ethic of putting in 150% effort, and the importance of authenticity and vulnerability in leadership.  Arturs...

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