We kick off with Jon and Fintan discussing a bit of everything, with some exasperation reserved for past events in Vegas where there were zero arrests despite money laundering and lax AML on a grand scale, allegedly; Fintan also reminisces about his time on a building site, when he actually worked for a living [0:00 – 19:13].

Then we meet star guest John Caldwell of i3Soft, a company building casino software and games that they say will change the way people play for money. Unfortunately for John, he also worked for Atlantic Records at a key point in Jon’s life, managing a band Jon likes very much, so you know that also gets into the conversation. We discuss playing Pop-A-Shot against Living Colour, and John’s crazy origin story of his path to the gambling industry. It’s well worth a listen, and a reminder of how many fantastic personalities we have in this industry [19:14 – 1:10:09]. 

Choice quotes:

• "I was actually killing members of Living Colour at Pop-A-Shot."
• "I was destroying, destroying Will Calhoun."

John Caldwell on LinkedIn: https://www.linkedin.com/in/john-caldwell-5909791/

As ever, we thank all of our sponsors for their vibrant and excellent support. They are truly the Rocky IV to our No Retreat, No Surrender.

In no particular order they are:  the mighty EveryMatrix – the industry go-to for sportsbook platforms and data feeds. EveryMatrix’s coverage is so damn good, they’re gaining tier-1 operators all the time. If I were in a beatdown in some back alley bar, you bet your sweet tush I’d want EveryMatrix watching my back.

Optimove, who turn customer data into something special, with tools that make businesses just plain work better. Optimove, your support helps us to punch baddies in the face repeatedly, then make a pithy one-liner while looking very cool indeed.

Then of course there is Clarion Gaming, providers of the magnificent ICE expo (January ’26 in Barcelona) and iGB Live! in London. You know ICE, it’s the show where everybody is there and we all have a big rumble at the end. I’m kidding, I’m kidding…

The Gambling Files podcast delves into the business side of the betting world. Each week, join Jon Bruford and Fintan Costello as they discuss current hot topics with world-leading gambling experts.

Website: https://www.thegamblingfiles.com/

Subscribe on Apple Podcasts: https://apple.co/3A57jkR

Subscribe on Spotify: https://spoti.fi/4cs6ReF 

Subscribe on YouTube: https://www.youtube.com/@TheGamblingFilesPodcast 

Fintan Costello on LinkedIn: https://www.linkedin.com/in/fintancostello/ 

Jon Bruford on LinkedIn: https://www.linkedin.com/in/jon-bruford-84346636/ 

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