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5 Sports Betting Documentaries You Must Watch

January 13, 2022

Written By,

Brijesh Mehta

If you are taking some time off from sports betting, you can spend your break by watching some exciting and informative sports betting documentaries. Sports betting documentaries can help you a lot to understand the world of sports betting better along its highs and lows.


In this article, we have discussed the five best sports betting documentaries that you can watch in your free time. You can watch any of them and can definitely be enlightened in one way or the other.

Now Place Your Bets

Now Place Your Bets is an influential documentary narrating the growth of legal sports betting in Las Vegas. This Dennis Tobler documentary showcases the achievement that formed today’s sports betting industry.

Read Also: Online Cricket Betting Tips

Released in 2017, the film portrays the modification of Las Vegas into a gambling town and how it transformed into a multi-dollar industry. The film highlights the details and personal accounts, photos, footage, and in-depth interviews and focuses on the past, present, and future of gambling in Las Vegas. It features plenty of sports betting professionals from almost all directions of the industry.

If you want to watch something thoroughly about the lives of gambling experts, their experiences, motivation, and struggles, this documentary shows all.

Fantasy Sports Gambling

This documentary is presented through the mutual collaboration of Frontline and The New York Times. It is an hour-long film that portrays the highs and lows of online sports betting. Through the in-depth interview of gamblers, regulators, and attorneys, the film streams the growth of fantasy sports into a multi-billion-dollar business.

Fantasy sports betting was very popular due to its legality across the country. Unlike sports betting, fantasy sports are perfectly legal in the US as they come in the entertainment segment and they do not require betting on authentic contests. However, sports betting and gambling are still illegal in most areas of the US.

Fantasy sports betting is the leading alternatives to sports betting trends. If you like to know more about the fantasy sports betting industry, this documentary is what you should opt for.

The Best of It

‘The Best of It’ documentary offers deep insight into the life of betting professionals like Alan “Dink” Denkenson, Alan “Boston” Dvorkis, Lem Banker, and Ken “The Shrink” Weitzner. These are some of the greatest bettors of all time who all choose to make a living out of sports betting.

The documentary was released in 2016 and it follows the struggles and success of these four professional bettors during March madness.

‘The Best of It’ focuses on the life of advanced bettors and offers an accurate perception of their life. Just after being interviewed for the documentary, one of the gamblers, Weitzner committed suicide along with his wife. It is reported that Weitzner was suffering from heavy losses during March Madness.

Life on the Line

This amazing documentary was released in 2013 and highlights many honored names in sports betting. You will find some legendary bookmakers and punters’ names like Teddy Covers and Erin Rynning. These two legendary bettors from Las Vegas-based sports share their proficiency on how real money is made using statistical assumptions.

This 52-minute-long film is available on Amazon prime and features several handicappers and gamblers’ betting strategies during the 45th edition of the Super Bowl. Super Bowl is probably one of the most crucial events for sports bettors in the US. This documentary helps you access industry awareness from the mystifying world of sports betting.

Gambling Addiction & Me – The Real Hustler

This documentary movie is different from sports betting documentaries but it can offer a valuable lesson for bettors, especially when they are new to gambling. It gives a valuable lesson on the dangers of compulsive gambling and how you can avoid it.

Gambling Addiction & Meportrays the theme of gambling addiction and is the personal account by Alexis Conran. This film shows how Coran struggles to understand how gambling obsession made his father go behind the bars. Coran tries to know if this compulsive obsession could lead him to the same.

He gives his realistic view on how there is a thin line between recreational betting and compulsive betting.


These are the top 5 sports betting documentaries on our list. Most of them are available for free online, so you can check them in your free time. These documentaries highlight the real-life experiences of pro bettors and offer you some great lessons that you can learn and decide what to do and what not to do.

You can learn valuable lessons, experiences, and struggles of professional bettors and their journey to making a living out of it.

After you check on them and plan a perfect strategy on how you should involve in sports betting responsibly, you can have a safe and fun betting session on BetBarter.

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Written By,

Brijesh Mehta

Brijesh Mehta is a content writer & strategist from India providing his top-notch skills & expertise in the Sports and online casino industry for more than seven years. He is an avid reader and creative writer who is fond of words and uses them to teach others about online betting and trending sports news through his in-depth guides.