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/

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

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

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