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The iGaming Leader
Leo Judkins - Coach for iGaming Leaders
40 episodes
1 week ago
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.
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Management
Business,
Careers
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All content for The iGaming Leader is the property of Leo Judkins - Coach for iGaming Leaders and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
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.
Show more...
Management
Business,
Careers
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Why I Never Focus on Problems as a CEO — Justin Anastasi
The iGaming Leader
43 minutes
2 months ago
Why I Never Focus on Problems as a CEO — Justin Anastasi

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 relentless focus on solutions have shaped his leadership journey.

Justin’s perspective offers fresh insights for executives and leaders who want to thrive by being themselves, while driving growth and innovation in a demanding industry.

Our Guest

Justin Anastasi is a seasoned iGaming executive and entrepreneur with over a decade of leadership experience. 

As CEO of VentureMax Group, he leads a team of industry veterans investing in disruptive start-ups and building the future of iGaming. He is also Founder and CEO at OverPWR, a Malta-based angel investment venture.

Justin’s track record in global business growth, HR, and leadership development reflects his commitment to people and innovation. His unique blend of authenticity, adaptability, and entrepreneurial drive has made him a standout figure in both the iGaming and technology sectors.

Key Topics

00:00 – Show Intro
03:00 – Breaking rules and finding your own way
07:00 – Why Justin never focuses on problems
10:00 – Treating time as your most valuable currency
14:00 – The common thread across retail, HR, politics, and iGaming
16:30 – Leading with transparency during tough decisions
21:00 – Backing underdogs and seeing them succeed
23:30 – Why the person matters more than the pitch deck
26:00 – Speaking up on difficult issues in Malta and the industry
29:00 – Lessons learned from entering politics
34:00 – Balancing impatience and action in leadership
37:00 – Why growth and comfort never coexist
40:00 – Advice for young, ambitious leaders

“I’ve never really been burdened by the problem. I’m always thinking, how am I going to get it done?”

“Time is a currency. I invest it — and I don’t like to lose”

“You can’t make a CEO. Somewhere within them, they have that innate ability.”

“The only thing you should be is happy.”

Connect with Justin Anastasi on LinkedIn
Read more about his work:

  • Ethical hiring practices in Malta
  • Why ESG and stakeholder capitalism matter
  • Life’s a Pitch: Making it count

Follow Leo Judkins on LinkedIn

Subscribe to the iGaming Leader newsletter: iGamingLeader.com/signup

Join the iGaming Leader Mastermind: iGamingLeader.com

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.