Top Ten Insane Poker Player Prop Bets

11 Jun

Poker players are no strangers to the side hustle, indeed many of us began playing poker as a side hustle, which gradually rose to eclipse our other forms of income or just became an enduring passion. Still, you often see poker pros still playing side games even while they compete in high stakes pots, taking unders or overs on side bets, and more. 

One of the most famous examples of the poker side hustle is the prop bet or proposition bet, in which players put money on the line that one or another participant will or will not manage a specific challenge, often over a specific time period. Not only do some of these prop bets involve big money (often held in escrow by a third party), some of them have become mired in controversy due to defaults on payment or other issues, whilst others are frankly bonkers. These are the ones we’re going to hone in on today at PokerDeals as we explore the wild world of insane poker prop bets with this top ten.

10th - Lodden Thinks

One of the best known poker prop bets, and one which is continually morphing into new versions of itself across live poker tables the world over, is the “Lodden thinks” side bet. This was first initiated by poker pros and buddies Antonio Esfandiari and Phil Laak, when they were seated at a final table alongside Norweigan pro Johnny Lodden in the 2008 London WSOPE.

The idea was that the two friends must bet privately (and quietly!) on Johnny’s opinion on a specific topic, taking their guesses, and paying out based on what Lodden actually states he believes at the end. The original bet was on what Lodden thought was the current world record for holding one’s breath. Lodden answered 6 minutes and 25 seconds, meaning that Antonio won with his guess of 5 minutes 30 seconds. You can find variants of the game going on all over the poker world to this day, and Antonio has been known to take bets on this game up to any amount his opponent wishes to wager.

9th - Erick Lindgren’s Four Rounds of Golf in a Day

This $340,000 bet was dreamed up in a Las Vegas bar between Lindgren, Phil Ivey and Gavin Smith, although several other pros took action as well. Lindgren had to play four full rounds in a day at Bear’s Best in Vegas, walking all the rounds and playing them back-to-back, as well as playing from the back tees, the pro level, and scoring under 100 for every round. Despite his opponents getting to choose the day, and selecting one of the hottest on record, Lindgren went on to complete the mission, causing all buy Ivey (who had $200k on the line) to buy out of the bet during the fourth, by which point Lindgren was looking sure to crush it. The day was not without its cost for Lindgren who suffered heat exhaustion, dehydration and lost 14 pounds in a single day thanks to the heat.

8th - Vegetarian Phil Ivey

Phil Ivey was keen to turn veggie, and he was well-known for being a huge fan of red meat. During the televised High Stakes Poker Season 6, he famously bet Tom Dwan a cool million US dollars that he could go without meat for a full year. The bet didn’t last long or work out too well for Ivey, who bought out of it after a measly three weeks, paying $150,000 to Dwan for the privilege. 

7th - Biker Bilzerian

Back in 2016 Dan Bilzerian bet Bill Perkins that he could ride from Las Vegas to Los Angeles in just 48 hours, a feat many considered impossible given that a) that’s over 300 miles, b) Bilzerian claimed he had not ridden a bike in 18 years and c) Dan is not a professional athlete! He pulled it off, taking coaching prior to the event from Lance Armstrong, donating $25k of his winnings to Armstrong’s charity of choice and netting himself $1,200,000 in the process. He also, insanely enough, bet his private jet against Rick Solomon’s $250,000 on condition that Solomon would only win if Bilzerian were to either die or become “braindead” as a result of the challenge. 

6th - MMA Madness

Two poker players who seemed to build a bet out of actually not liking each other too well were JC Alvarado and Olivier Busquet, who agreed to wager $150,000 on the outcome of 5 rounds of MMA action in the ring against one another. Despite Alvarado initially being considered a favourite due to his experience in Jiu Jitsu, Busquet entered the ring looking built and dominated the fight, leading to a victory declared after just three rounds on medical grounds. 

5th - Esfandiari Lunges towards Victory 

Antonio Esfandiari is considered quite sporty, and has been known to do some workouts at the live poker table, but this time he made a bet that he would only move around via lunging for a full 48 hours, during the 2016 PCA Main Event. The first day was passed peacefully in his room, but the second was a day full of poker action for Antonio and he lunged his way across the Rio tirelessly. Lunges are well-known for exhausting the legs in a matter of minutes, so Esfandiari, feeling that his legs wouldn’t make it to the bathroom, resorted at one point during a WSOP $5k buy-in to the old pee bottle technique (used by online pros before scheduled breaks), attempting to pee under the table discreetly, he was busted in the act and disqualified from the event! The exact amount of the bet is unknown, but he did win it, and surely it was many times greater than the $5k buy-in he lost out on! Still, funny but pretty gross. Definitely not Covid-friendly, we doubt he would have even attempted this in 2021. 

4th - Titanic Golf Shot

The host of the very first World Series of Poker back in 1970, Titanic Thompson was a bit of a hero of his time. His was one of the first prop bets to become legend, when he made a bet that he could drive a golf ball far further than any golf pro had ever managed, 500 yards. Thompson simply waited for winter and drove his ball far across a large frozen lake, easily winning his bet.

3rd - Amarillo Slim’s Mad Selection

We found it too hard to choose from Slim’s insane prop bets as there were so many to pick from, so here are some highlights. Rafting down the “River of No Return” in the dead of winter, beating a World Champion Ping Pong player using Coke bottles as paddles, outrunning a horse over 100 yards (accomplished by selecting a racetrack with a 180 degree turn halfway), riding a camel through the Casino El Mamounia in Marrakesh, and wagering that a cat could pick up a coke bottle. He was pretty much famed for being the biggest hustler of his day, as this list can testify. 

2nd - Not so “Kwik” Bathroom Break

One of the many things poker pro Jay Kwik was known for back in 2008 when this bet took place was playing poker constantly, and he was said to have not had 10 days away from the game since he first started playing. This must have made the prop bet he made with fellow pro Andrew Robl all the tastier for his competitor as they bet he could not survive 30 days living only in the bathroom of his Bellagio hotel suite. Various conditions were placed on the bet, including a cap of 400 minutes talking time on his phone, no physical human contact, and he must be on webcam constantly. The full bet amount is unknown, but Robl bought out after 20 days for a cool $40k as it became clear that Kwik was, in the words of his rival, just “too good”. 

1st - Zembic’s Bazoongas

Poker pro Brian Zembic became infamous for his prop bet, as he bet $100,000 back in 1976 that he couldn’t go a full year with breast implants. Zembic had to pay for the surgery and went for a 38C cup. The incredible thing about this story was not that he won the bet easily, but that he was so fond of his breasts that after winning the bet he went on to keep them for another twenty years, going so far as to claim that they made him a much bigger hit with the ladies!

Don’t Try this at Home

We hope you’ve enjoyed this round-up of PokerDeal’s favourite insane poker player prop bets, but please do take care before making any insane prop bets of your own! Remember these are trained professionals (or something)! If you do try any crazy prop bets, remember to wager within your means, use an escrow if you don’t have perfect trust with your fellow bettor(s), and for goodness sake, don’t do anything dangerous, and do your homework before laying your money on the line!

Related News

coin poker big bang series

Start Your Christmas Off With A Bang in Coin Poker’s Big Bang Series

We're coming up to that special time of year; you can feel it in the air, crowds are singing with hearts full of joy, and everyone is giddy with anticipation… What? No, not Christmas; it's the Coin Poker Big Bang Series , of course! The Big Bang Series is back and better than ever, with ₮34,000 in prizes guaranteed and buy-ins for all bankroll levels. Tournament Schedule The tournament series runs from the 5th of December to the 9th , with tournaments running every day at 7pm BST. There are four buy-in levels to choose from; the Baby Series, the Mini Series, the Mid Series, and the Special Series. These buy-ins range from ₮4 up to ₮150, with ₮4000 guaranteed in the biggest tournaments! If you want to hop into one of these great tournaments, check out the full schedule below. Date/Time (BST) Event Game Format Buy-in ₮ Prize GTD ₮ December 5, 7:00 PM Big Bang Baby Series #1 NLHE Rebuy 4 200 December 5, 7:00 PM Big Bang Mini Series #2 NLHE Rebuy 15 600 December 5, 7:00 PM Big Bang Mid Series #3 NLHE Rebuy 75 2000 December 5, 7:00 PM Big Bang Special Series #4 NLHE Rebuy 150 4000 December 6, 7:00 PM Big Bang Baby Series #5 NLHE Rebuy 4 200 December 6, 7:00 PM Big Bang Mini Series #6 NLHE Rebuy 15 600 December 6, 7:00 PM Big Bang Mid Series #7 NLHE Rebuy 75 2000 December 6, 7:00 PM Big Bang Special Series #8 NLHE Rebuy 150 4000 December 7, 7:00 PM Big Bang Baby Series #9 NLHE Rebuy 4 200 December 7, 7:00 PM Big Bang Mini Series #10 NLHE Rebuy 15 600 December 7, 7:00 PM Big Bang Mid Series #11 NLHE Rebuy 75 2000 December 7, 7:00 PM Big Bang Special Series #12 NLHE Rebuy 150 4000 December 8, 7:00 PM Big Bang Baby Series #13 NLHE Rebuy 4 200 December 8, 7:00 PM Big Bang Mini Series #14 NLHE Rebuy 15 600 December 8, 7:00 PM Big Bang Mid Series #15 NLHE Rebuy 75 2000 December 8, 7:00 PM Big Bang Special Series #16 NLHE Rebuy 150 4000 December 9, 7:00 PM Big Bang Baby Series #17 NLHE Rebuy 4 200 December 9, 7:00 PM Big Bang Mini Series #18 NLHE Rebuy 15 600 December 9, 7:00 PM Big Bang Mid Series #19 NLHE Rebuy 75 2000 December 9, 7:00 PM Big Bang Special Series #20 NLHE Rebuy 150 4000 As you can see, this one is for the No Limit purists amongst you, but we're sure that Coin Poker will cater to all you Omaha fans somewhere down the line. CSOP Giveaway If you thought an exciting tournament series with great guarantees was exciting enough, then you won't believe what else Coin Poker is doing. In every single Big Bang Series tournament, Coin Poker is giving away a free seat to an event in the Crypto Series of Online Poker ! That's right; you can win your way into the most prestigious crypto poker event of the year just by playing in one of these tournaments. The prizes range from ₮25 up to ₮200, depending on the tournament you're playing. Take a look at the full breakdown of prizes below. Baby Series - 1 x CSOP Event 10 (₮25) Mini Series - 1 x CSOP Event 11 (₮50) Mid Series - 1 x CSOP Event 20 (₮150) Special Series - 1 x CSOP Event 6 (₮200) These tickets are randomly given to a tournament participant once the tournament is finished. You don't need to worry about surviving until a certain point in the tournament; everyone who entered is eligible for a prize, even if you're the first one out. If you're lucky enough to win one of these tickets, you'll be automatically registered for the CSOP event your ticket is valid for, so there's no danger of forgetting to register! Can I Qualify For These Events? At the time of writing, we've not seen any satellites for these events, but we have it on good authority that satellites will be available once the tournament series begins. We'll keep a close eye on the Coin Poker client in the build-up to the event, so if any satellites start running, you'll be the first to know about it. What Is A Rebuy Tournament? The eagle-eyed readers among you will have spotted that every single tournament on the schedule is a rebuy tournament . If you're new to poker and have no idea what a rebuy is, it's a very simple concept. Until a certain point in the tournament (level 9 on Coin Poker), if you lose all your chips, you're free to buy straight back in and continue playing at the same table . While some tournaments will have a cap on the number of times you can rebuy, you're free to buy back in as often as you'd like on Coin Poker, giving you every chance of making a deep run and winning one of the top prizes. While you can rebuy as often as you'd like until the rebuy period closes, there is no add-on available in the Big Bang Series. You don't even have to wait until you're completely out of chips before you rebuy; players are able to rebuy any time their stack dips below the starting amount of 20,000 chips. Don't worry; if you rebuy when you're on 19,999 chips, you won't just be given one chip to get back to 20,000! Any player who rebuys at any point will be given an additional 20,000 chips. Join In The Fun This tournament series is the perfect way to start your winter season with a Bang and potentially have an extra bit of spending money for the holidays! There's going to be lots of action at all buy-in levels, so no matter how big or small your bankroll is, you can join in the fun. If you want to keep up to date with the biggest and best tournament series from around the poker world, join our PokerDeals discord , or follow us on Facebook and Insta.

2 Dec
Winners of the Malta Poker Fest share their thoughts

The Inside Scoop on the Big Winners at the Malta Poker Fest

The autumn edition of the Malta Poker Festival ended on a high note with two fantastic players taking home some big prizes. Mirko Mostaccio was crowned the Grand Event winner , walking away with €136,670. In the CasinoCoin High Roller event , Gabriele Re bagged the win taking home €40,000. It was a fantastic tournament from start to finish, making it an event that poker players will definitely put in their calendars going forward. We caught up with the winners and got some insight into what they thought of the tournament, and what we can expect from them in the future. Mirko Mostaccio heads to Vegas The winner of the grand event at the Malta Poker Festival has big plans for his poker career. We had a chat with him to see how he felt after his big win. [PD] What did you like the most about the MPF, besides winning, of course? [MM] Besides the victory, I liked the whole organization of the tournament. Meeting old friends that I haven't seen for ages was also great. [PD] In your opinion what were the main factors that contributed to you winning the event? [MM] Just like in any live tournament, there are many factors that have to be intertwined, certainly a fundamental one was to study a lot before leaving for Malta. Then you put in 14 years of experience and a bit of luck. [PD] What does the win mean to you? How did it feel? [MM] The victory in this live tournament means a lot to me, given that I had always won large sums online but never had I managed to win such a large sum in a live event. [PD] What will you do with the money? [MM] I will certainly use a good part of it to continue playing, the rest I will dedicate to my family. [PD] Are you looking forward to your WPT experience? [MM] Yes, I can't wait! it will be my first time in Vegas, a dream come true. [PD] What's next for you? [MM] The next step is playing the WSOP this summer. Gabriele Re hunts for another trophy The winner of the CasinoCoin high roller event took home a hefty sum, and his first live event trophy. Here are some of his thoughts on his Malta Poker Fest journey. [PD] What did you like the most about the High Roller, besides winning, of course? [GR] If I'm honest, I didn't love the atmosphere of this event because I was late reg, and only started on day 2, but I liked the carelessness of the players. There was not too much stress in the High Roller, and all the players were more friendly. [PD] In your opinion what were the main factors that contributed to you winning the event? [GR] I think to win this tournament, I ran very well. I didn't play many showdowns preflop but the key hand was against YohViral where I check/jammed the river with a bluff (I turned 3rd pair in the bluff), and he called my bluff with the worst hand 🙈 [PD] What does the win mean to you? How did it feel? [GR] This win doesn't change anything in my life or my routine, but it's important because it's my first live win with a trophy 🏆🙃 so I'm really happy to have conquered it! [PD] What will you do with the money? [GR] I will not do anything in particular, just bankroll my poker journey and my life. [PD] What's next for you? [GR] I'm going to Rozvadov to play the Main Event of the WSOPE so I'm hunting for another trophy 💪🏻 Wishing these two amazing players all the best for their upcoming trips, Mirko to Vegas and Gabriel to Czech Republic. We hope to see them walk away with more titles under their belts! From the solid performances and great play, we can only expect great things from these two in the future. Good luck!

16 Nov
Gabriele re wins casinocoin high roller poker tournament

Gabriele Re is the CasinoCoin High Roller Winner

In what turned out to be an impressive field of 150 players (with re-entries), the CasinoCoin Cup High Roller finally crowned a winner in the early hours of Tuesday morning. Gabriele Re beat his heads-up opponent Renato Messina to lock up his first prize of €40,000. CasinoCoin High Roller winner, Gabriele Re Final Table at the Malta Poker Festival CasinoCoin High Roller Event The final table of the CasinoCoin High Roller event at the Malta Poker Festival It was a cracker of a final table with some well-known poker faces gracing the table. Johan Guilbert, better known as YoH ViraL is a Malta resident, and no stranger to the final table of big events. Re held it together, though, taking home the grand prize, as well as a trophy for his efforts. The prizes were as follows: Place Name Prize # 1 GABRIELE RE 40,000.00 # 2 RENATO MESSINA 26,000.00 # 3 JOHAN GUILBERT 18,000.00 # 4 KOENMEUTSTEGE 13,000.00 # 5 ANGELO VIETTI 9,100.00 # 6 EDVALDAS SKYRIUS 7,100.00 # 7 THOMAS LANGELAND 5,400.00 # 8 YOSSEF IFERGAN 4,500.00 # 9 CHRISTOPHER CALVERT 4,000.00 Renato Messina: Second Place YoH ViraL: Third Place Casino Coin Bounties Along with the amazing high roller prize money, players also had the opportunity to win 1 million CasinoCoin (CSC). CasinoCoin is a digital currency, developed specifically for the regulated gaming industry. Five players had big red casino coin stickers and carried bounties of 1 million CSC. It added an extra something tasty to the already prestigious tournament, giving players the chance to bag a little extra. All bounty players were eliminated on day one. Well done to all the players who took part in this awesome event. Let's hope the next Malta Poker Festival high roller attracts even more players for even juicier prizes! We'll see you at the tables, until next time.

1 Nov

Latest Promotions

View All

Betsson Poker Deposit Bonus

600

- OFFER -

Play Now

Guts Poker Bonus

1,000

- OFFER -

Play Now

Partypoker First Deposit Bonus

$ 600

- OFFER -

Play Now

Red Star Deposit Bonus!

$ 2,000

- OFFER -

Play Now