PodcastsBusinessThe iGaming Leader

The iGaming Leader

Leo Judkins - Coach for iGaming Leaders
The iGaming Leader
Latest episode

44 episodes

  • The iGaming Leader

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

    17/1/2026 | 43 mins.
    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 restructuring that forced her to make impossible decisions about people she'd worked alongside for years. She reveals how she kept 550 people motivated while simultaneously having to cut headcount, and why the loneliness at the top hit harder than she expected.
    About Elen Barber

    Elen Barber has been working in the gaming industry for over 20 years and has witnessed its evolution from the wild west days to today's highly regulated landscape. She's held CMO roles at Super Group and Kindred Group, managing teams across multiple countries and dealing with everything from new market launches to regulatory curveballs. Based in London, she's passionate about how this industry continues to reinvent itself.
    Key Topics Discussed

    00:00 - Elen Barbers iGaming Journey
    03:00 - Creating your own opportunities: you can't wait for your manager
    08:00 - Why the higher you go, the lonelier it gets (and how to handle it)
    14:00 - Wearing different hats: the two-chair technique for managing emotions
    18:00 - Building trust: having your team's back and showing your true nature
    22:00 - The worst crisis in company history hits in week one as CMO
    26:00 - Managing multiple restructures while keeping people motivated
    34:00 - Life after Kindred: why career breaks aren't always roses
    36:00 - The pressure of being a perfect parent, perfect exec, perfect everything
    41:00 - Quick fire Q&A: leadership advice, mistakes, and legacy
    Memorable Quotes

    "It is too easy to make money in our industry comparing to any other industries. The margins are much higher. So we are spoiled for this. It doesn't drive innovation."
    "You also create opportunities, you don't wait for the opportunities to be created for you. You can't rely completely on your manager to get you through your career."
    "And it is scary for the leader to understand and accept that suddenly you know significantly less than people within your team."
    "I've been working all my life, and I didn't know how to relax, I missed that mental stimulation. "
    "You really have to try to take emotions out of the business decisions because these things do not work together."
    Connect with Elen Barber
    LinkedIn: https://www.linkedin.com/in/elen-barber/

    Follow Leo Judkins & iGaming Leader

    LinkedIn: https://www.linkedin.com/in/leo-judkins/
    Newsletter: https://www.igamingleader.com/subscribe
    Join the Mastermind: https://www.igamingleader.com/apply
  • The iGaming Leader

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

    17/12/2025 | 49 mins.
    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 long to remove a talented but toxic employee), and the devastating cost of losing your vision.
    He offers a raw, cathartic reflection on the final chapters of FSB: being named Platform of the Year, only to have the momentum killed by a lack of capital investment demanded by a board focused on short-term liquidity. This is a crucial lesson in battling the "noise to the vision" and the indispensable wisdom only gained by staying in the game long enough to get the wins.
    About David McDowell
    David started his career as an engineer in Michigan and moved to London to do an MBA in 1993. He launched his first business, a two-sided marketplace using college students to teach adults how to use the internet, in 1995. He has since spent 25 years in the gambling industry.
    He co-founded GameAccount (now GAN), an early skill games provider that pivoted to B2B casino games and platform provider before its IPO in 2013.
    He co-founded and was CEO for 15 years of FSB Technology, a B2B sports betting platform that was sold to PE in 2019 and on to EveryMatrix in 2024.
    He currently works as an independent consultant with various gambling-related businesses and serves as an Entrepreneur Mentor in Residence at London Business School.
    Key Topics Discussed
    00:00 - The entrepreneurial philosophy
    04:00 - Building the first venture (SOS) in 1995
    06:15 - Transitioning to CEO: becoming the external face of the organisation
    07:45 - It often feels like everything that you do is a mistake
    10:00 - Managing burnout: the importance of compartmentalising and health
    16:30 - Careful who your investors are
    19:20 - The fundraising Goldilocks problem: minimising dilution while maximising runway
    24:30 - Why customer-led features are often an absolute waste of time
    31:00 - Knowing in your gut someone is wrong for the organisation
    37:00 - Communicating your vision clearly
    39:00 - Isolation in leadership
    47:00 - What would I do differently going back
    Memorable Quotes
    "The entrepreneurial journey is just staying in the game long enough so that you can get the wins."
    "All of those are almost noise to the vision. You still have to kind of make sure that you're building your own vision..."
    "My biggest mistake is waiting too long [to remove a cultural mismatch] because I thought we need... we can't afford the disruption right now."
    Connect with David McDowell
    LinkedIn: https://www.linkedin.com/in/david-mcdowell-547209?lipi=urn%3Ali%3Apage%3Ad_flagship3_profile_view_base_contact_details%3BomU134VSR%2B2eskLlRqTFHQ%3D%3D
    Follow Leo Judkins & iGaming Leader
    LinkedIn: https://www.linkedin.com/in/leo-judkins/
    Newsletter: https://www.igamingleader.com/subscribe
    Join the Mastermind: https://www.igamingleader.com/apply
  • The iGaming Leader

    The Architect of US Sports Betting and iGaming

    03/12/2025 | 45 mins.
    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 followed, and the resilience forged long before politics from a 45-day coma with spinal meningitis to the daily discipline learned from his father. 
    This is a conversation about courage, people, and choosing to be a happy warrior rather than an angry gladiator.
    About BP3
    Bill Pascrell III is a veteran strategist and lobbyist who helped lead New Jersey’s iGaming framework and the decade-long campaign that culminated in PASPA’s repeal in 2018. 
    He advises governments and gaming companies across the US and internationally on policy, compliance and market access.
    Key Topics Discussed
    00:00 – Scars, setbacks and the “small gladiator” mindset
    03:30 – “Architect of American sports betting” and what it really means
    08:00 – Growing up without privilege and learning to outwork everyone
    14:00 – Spinal meningitis as a teenager
    20:00 – Lessons from his father on example, integrity and service
    23:30 – The King David Hotel story and resourcefulness under pressure
    28:30 – Grief, legacy and the Pascrell Public Service Institute
    34:00 – Onboarding PokerStars, losing every client and starting again
    39:00 – NFL opposition, real-world pressure and personal risk
    40:00 – Happy warrior versus angry gladiator
    43:00 – People before everything
    Memorable Quotes
    “I have the scars and the bruises to show I was a small gladiator in this fight.”
    “Give me 10% of 40 million and I’ll get this done in two years. And we did.”
    “I could have treated my adversaries more as a happy warrior than as an angry gladiator.”
    “Titles come and go. What matters is how we treat each other.”
    Connect with Bill Pascrell III
    LinkedIn: https://www.linkedin.com/in/billpascrell/
    X: https://x.com/BillPascrell3rd
    INSTAGRAM:https://www.instagram.com/pascrell3rd/
    Follow Leo Judkins & iGaming Leader
    LinkedIn: https://www.linkedin.com/in/leo-judkins/
    Newsletter: https://www.igamingleader.com/subscribe
    Join the Mastermind: https://www.igamingleader.com/apply
    Learn more about BP3
    BP3 on Boston 25 News
    https://www.boston25news.com/news/local/25-investigates-sports-betting-could-raise-odds-problem-gambling-ma/PSOWJETP6ZA4VAX24VQZFCQURI/
    The Philadelphia Inquirer: Entain Foundation U.S. Educates Athletes on Sports Betting
    https://www.inquirer.com/sports/nfl-ncaa-betting-education-entain-foundation-amani-toomer-20230727.html#loaded
    BP3 for Pittsburgh Post-Gazette: Pennsylvania's Casinos Must Protect Problem Gamblers
    https://www.post-gazette.com/opinion/Op-Ed/2022/11/28/racinos-betters-gambling-addiction/stories/202211280003
    Forbes: How New Jersey Will Double Down on Gambling if Casinos Come to New York City
    https://www.forbes.com/sites/willyakowicz/2022/10/14/how-new-jersey-will-double-down-on-gambling-if-casinos-come-to-new-york-city/
    BP3: From NJ.com: NJ Sports Bettors Need More Protection
    https://www.nj.com/opinion/2024/04/nj-sports-bettors-need-more-protection-opinion.html
    Game Masters 2025: TOP 100 Most Influential Figures in the U.S. iGaming Industry
    Game Masters 2025: TOP 100 Most Influential Figures in the U.S. iGaming Industry - USiGamingHUB
    Sen. Addabbo: Legalize iGaming First, Then ‘I Want To Create’ Sweeps Regulation
    Addabbo: Legalize iGaming, Then 'I Want To Create' Sweeps Regulation
    Casinos, online play fuel strong July in NJ
    Casinos, online play fuel strong July in NJ - NJBIZ
    BP3: From IMGL Magazine– The Importance of Geolocation in the Online Gaming Industry
    IMGL Magazine June 2025
     
    Internet gaming, sports wagering pace February DGE report (updated)
    Internet gaming, sports wagering pace February DGE report (updated) - NJBIZ
    Bill Pascrell: US Election day warm up:
    https://next.io/podcasts/next-io-podcast/bill-pascrell-us-election-day-warm-up/?utm_campaign=Daily%20Newsletter&utm_medium=email&_hsenc=p2ANqtz--thGRArZ3dvBERn9NoBY4lv0g8vB2vmx1uDcV5DecKSq-IXpITjwZ5BQ8Y2K1E1L1FtsB5UODaJ190VR9ISatxI2aSTCq25FCypCtUlLfYVSSP-xc&_hsmi=97835674&utm_content=97835674&utm_source=hs_email
  • The iGaming Leader

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

    19/11/2025 | 52 mins.
    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 abroad and what it taught her about vulnerability, balancing work with family roles, early-career imposter feelings, learning to lead without wearing a “manager mask,” and the reality of being a woman advancing through a male-dominated industry.
    Guest Bio

    Jovana Popović Čanaki, known to most as Jovi, is the CEO of iGP, an iGaming platform, aggregator, and lottery provider. 
    With more than 15 years of experience in the industry, she’s helped shape some of its most recognizable brands from Aspire Global to ORYX Gaming. Today she leads iGP’s evolution from a single-platform provider into a trusted, full-suite partner for operators worldwide.
    But what really defines Jovi is her belief that growth comes from people first. She’s known for leading with empathy, authenticity, and a strong sense of purpose, building teams where creativity, accountability, and trust go hand in hand.
    At iGP, she continues to champion the company’s Be Purple mindset, a reminder to stay bold, curious, and human, guiding both her team and partners to build gaming experiences that inspire connection and progress.
    Key Topics Discussed

    00:00 – The loneliness and emotional swings of leadership
    03:00 – Losing everything in a hotel lobby: vulnerability and perspective
    07:00 – The myth of work–life balance as a CEO, parent and expat
    15:00 – How her early years shaped her leadership style
    20:00 – Doubt, intimidation, and learning to “push through”
    32:00 – Wearing a “manager mask” and the cost of inauthenticity
    40:00 – Women in leadership: the progress, challenges and realities
    50:00 – Her advice to her younger self: stop doubting
    Memorable Quotes

    “Do what you believe in.”
    “Why are you so afraid to show who you are? What’s the worst that can happen?”
     “If you don’t have a little stage fright, you don’t care enough.”

    Connect with Jovi

    https://www.linkedin.com/in/jovanapopovic/
    https://igamingbusiness.com/strategy/management/jovana-popovic-canaki-igp-leadership/
    https://g3newswire.com/igp-a-transformative-year/
    www.igpgaming.com

    Follow Leo Judkins & iGaming Leader

    LinkedIn: https://www.linkedin.com/in/leo-judkins/
    Newsletter: https://www.igamingleader.com/subscribe
    Join the Mastermind: https://www.igamingleader.com/apply
  • The iGaming Leader

    The Calm CEO Playbook for iGaming Leaders

    05/11/2025 | 43 mins.
    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 into analytical problem-solving and innovation.
    The conversation explores people-first leadership, letting go without losing control, choosing and backing the right operators, making brave pivots without losing your core, and building a personal resilience system that keeps you calm under pressure. Practical insights for founders, COOs, and execs across iGaming.
    Guest Bio

    Daniel Brookes is an experienced business strategist and leader in the iGaming and technology sectors, currently serving as CEO of both BetComply and Rdentify. Known for his expertise in regulatory compliance, operations, and innovative AI-driven player protection solutions, Daniel has been instrumental in scaling businesses and driving growth in complex, regulated markets.
    He is recognised for his hands-on leadership style, strategic vision, and commitment to fostering collaborative, trust-first company cultures. Daniel’s work focuses on helping operators navigate the challenges of compliance while promoting responsible gaming and customer protection.
    Key Topics Discussed

    00:00 – Thoughtful leadership: mentor first, megaphone second
    03:00 – From hands-on Ops to true COO
    05:00 – Letting go the right way: trust, verify, then back your best people
    09:00 – Culture design: speed, iteration, low bureaucracy, clear process
    12:00 – Running two companies: vision, operators, repeatable model
    16:00 – “Breathe through it”: journalling and calm thinking in a crisis
    19:00 – Private GPTs, writing, and structured reflection as a coping system
    22:00 – Proud moments: team growth, fast KPIs, shared wins
    31:00 – Founders, focus, and plate-spinning: why this isn’t “the Daniel show”
    35:00 – Mentors who challenge vision and expand ambition
    40:00 – Disruption mindset: ask bigger questions, push for better
    41:00 – Family, holidays, and work–life choices that reduce stress
    42:00 – Final advice: hire great people, move fast, know when to stop
    Memorable Quotes

    “Lead from the top, not in the weeds. Trust the team to deliver.”
     “The only way through it is to breathe through it.”
     “Ask better questions: how do we disrupt and make this the best it can be?”
     “Don’t let anybody tell you to follow your dream if everything is saying no. Use those noes to realign.”
    Connect with Daniel: 

    https://betcomply.com/
    https://rdentify.com/
    https://www.rdentifyconnect.com/
    https://thoughteconomics.com/
    https://www.linkedin.com/in/daniel-brookes-367b5b14/

    Follow Leo on LinkedIn: linkedin.com/in/leo-judkins/
    Subscribe to the iGaming Leader newsletter: igamingleader.com/signup
    Join the iGaming Leader Mastermind: igamingleader.com

More Business podcasts

About The iGaming Leader

The iGaming Leader Podcast with Leo Judkins uncovers the human side of the iGaming industry's most successful leaders. Join us as we explore the untold stories, challenges, and triumphs of the executives shaping one of the world's most dynamic sectors. Each week, we dive deep into conversations with C-suite leaders, founders, and directors from global betting firms and innovative startups. Our guests share their authentic journey to the top, revealing pivotal career moments, leadership philosophies, and personal strategies for sustainable success in this high-pressure industry. More than just another business podcast, we focus on the crucial intersection of wellbeing and high performance. Discover how industry leaders maintain peak performance while managing stress, work-life integration, and team dynamics in an industry that never sleeps. Whether you're an aspiring leader, current executive, or passionate about the iGaming sector, each 30-minute episode delivers actionable insights to help you thrive in this fast-paced environment. Subscribe now to join a community of high-achieving iGaming professionals committed to making this industry not just successful, but sustainable for its leaders.
Podcast website

Listen to The iGaming Leader, Prof G Markets and many other podcasts from around the world with the radio.net app

Get the free radio.net app

  • Stations and podcasts to bookmark
  • Stream via Wi-Fi or Bluetooth
  • Supports Carplay & Android Auto
  • Many other app features
Social
v8.3.1 | © 2007-2026 radio.de GmbH
Generated: 1/28/2026 - 6:43:34 AM