June 22, 2022

Sports Betting: Biggest Parlay Winners in 2022

Every time you log into your social media platform of choice, you are bombarded with insane parlays that people have hit. 

This got us thinking, wouldn't it be nice to see the year's best parlays in one convenient place? Also, wouldn't it be cool if it is updated regularly? Well, we have you covered. This space will serve to honor those gamblers who have raked in the most cash from crazy parlays. 

Loading Offer wall...

Before we get into the rankings, we would like to remind you to always gamble responsibly. We all want that big payout, but you should never chase it. Let it come to you. 

1. $30K To Win $1.2 Million

This is quite possibly the best start to a new year in gambling history. The popular sports betting personality Marco Piemonte (@Marco_Parlay) just needed the Georgia Bulldogs to pull off a win over Alabama to cash in on a seven-figure return after predicting the outcomes of four NFL games during Week 18.

The cashout reached over $950,000 but Piemonte chose to let it ride, and it might have turned into the best decision in his life. Piemonte was in the building with friends and family to watch his life change forever.

As a fellow Georgia bettor for this game, I couldn't help but find myself rooting for Georgia to win more for this guy, rather than my personal gain. This is an unbelievable story and I am sure we are going to be hearing a lot more from Piemonte in the future.

2. Marco Parlay: $60k To Win $1.1 Million

Marco Parlay now owns the top two spots on this list. I will say this right now, I will now only add him if he goes over a million. If you can bet this much money, you are of course going to win more than everyone else.

But, I will give him credit, nobody can craft a parlay like Marco Parlay. 

3. $20 To Win $579k

Are you kidding me?


This is the greatest bet in the history of gambling, and it is not even close at this point. However, it was a free play, and a lot of books require you to roll over your winnings on a free play. 

Are we putting it all on the Bengals? (insert eyeball emoji(s) here).

4. $1.10 To Win $532K

I'm going to say that winning $532k off a $1.10 bet does wonders for your ROI. 

I have always said that college basketball is the hardest sport to gamble on because, well, nobody is ever actually good in college basketball. 

5. $5k To Win $160k

What a hit. Not only did this guy enjoy the best weekend in the history of the NFL, but he made $160k at the same time. 

Every single game this weekend came down to the last play, so there was not one game that this man wasn't sweating for, especially that Chiefs vs Bills game

6. $2.9K To Win $154K

That Alt-line over must have been a sweat. It seemed like nobody wanted to score last night.

But shoutout to this guy. When you like the board, you like the board, and this guy really liked the board for the NFC Championship.

7. $0.50 To Win $130k

Not one, not two, but three buddies put a couple of quarters on a super-first basket scorer parlay. The amount of money won is impressive, but hitting a six-leg parlay of first basket scorers is damn near impossible. Theoretically, these guys would have been better off throwing those quarters in a wishing well, that's how hard it is to hit a first basket scorer straight up, never mind a massive parlay.

This is one of those bets where you only have $0.50 left in your account, your back is against the wall, and you need a hail mary. That prayer was answered, and these friends turned some bubblegum money into life-changing money. 

8. $100 To Win $130k

It's beautiful, it's just so beautiful.

9. $10 To Win $100k

One of these days, it will be me winning six figures on a first basket scorer parlay. Until that day, I guess I will just write about them.

Winning 100 grand over a $10 "eh, whatever" parlay has to be the best feeling in the world. 

10. $69.69 To Win $99.5k

Nice (nice).

11. $10 To Win $97k

What a hit. I have always wanted to see the face of someone who wins life-changing money on a "why not" parlay. 

You just know this guy only had $10 left in his FanDuel account, and he probably said "F-It, let's get stupid with it."

Welp, he got stupid with it, and he won stupid money.

12. $5 To Win $89K

Do you know how hard is it to bet on anytime scorers in any sport? There is a reason that the odds are so high. It is so hard to hit one of these bets straight up, let alone a 10-leg parlay of goal scorers. Betting on hockey goal scorers is not my strong suit, but I have to imagine that it is one of the hardest props to win.

The average shift in hockey is under a minute. The player you bet on is only on the ice every few minutes, and you have to hope that this player just so happens to be on the ice at the right time. Now that I think about it, this payout should be, like billions of dollars, just based on the difficulty.

My hats off to this gambler. They turned some pocket change into life-changing money. 

13. $100 To Win $81k

I hope this guy enjoys his winnings. But when it is time to honor that contract he signed with the devil, I best see this man in hell.

How in the world do you hit a 20 LEG PARLAY?

14. $30 To Win $59K

When you see a massive parlay like this cash, it is usually full of massive favorites. Outside of the Buffalo Bills at (-1150) favorites over the Jets, there are a lot of impressive calls in this parlay. If you just took all the plus-value bets in this parlay, they still would have walked out with an impressive chunk of money ($1,309).

This is one of the parlays that you see and think "why not me?" I mean, do you not how difficult it is to win 14 bets in a row? That is exactly what this person did. It goes to show, if you find a lot of bets on the board that you like, it might be worth it to sprinkle a little something on a big parlay. You never know when the FanDuel Sportbook will be tweeting out your parlay. 

15. $300 To Win $45k

Fun fact, I also won all but one of these bets (S/O Washington for stinking). I love seeing this type of stuff because I share a brain with all of these folks. 

While I am not betting three bills per game, especially on an eight-leg parlay, I routinely throw a little something on a "get rich quick" parlay. 

16. $25 To Win $43.2k

Picking all blue-bloods to win their regions is a bold move, but one that paid off big time this season. 

17. $100 To Win $42k

Not only did this guy win a lot of money, but both games hit the exact with less than a minute left in the game. 

I can only imagine this guy sitting on his couch, slumped over with his hands covering his mouth just nervously waiting for the Sabers and the Jets to score in the final minutes. 

18. $5 To Win $27.1k

Listen, my favorite team lost because of one of these props, so I do not care for this one. 

19. $1 To Win $22.5k

It all ended up working out in the end, but I cannot imagine how much of a sweat that Nuggets game was. I also can't imagine how mad I would be if the game ended and I was one more assist and or rebound (didn't watch the game) away from 22.5k. 

I also have to imagine it is pretty awesome to wake up with that much money in your account. 

20. $20 To Win $22k

Well, you want to talk about seeing the board, this guy can see right through the oddsmakers.

Hitting an 11 prop same game parlay is one way to make a game a lot more enjoyable, especially now that he is $22k in the bank. 

21. $500 To Win $21k

Listen, this may be one of the more Impress hits for one reason, and that is somebody trusted Marcus Morris to play good enough basketball in the year 2022. My man put up a cool five bills on three alt lines for Morris, and that is a level of trust that I can only dream of having with someone. 

A big shoutout to @MontyParlay on Twitter for turning a nice little profit. 

22. $3.30 To Win $20.3k

In my approximately six years of sports gambling experience, I have found that puck lines are the hardest to hit. 

In general, hockey is just super hard to bet on. It is of the same train of thought when it comes to college basketball. Close games will usually end in a free throw-fest and in hockey, the threat of an empty-net goal screwing you is always there. 

23. $5 To Win $19.8k

When it doubt, turn to ole' reliable, the Kyle parlay. 

24. $10 To Win $19.4k

This may be one of my favorite parlays ever. As a gambler for over five years, I have developed what we call "gambling brain." What that means is that you think you are a lot smarter than you actually are when it comes to gambling. 

I have talked myself into first basket scorers many times, and every time my rationale is "just have a feeling on this one." There is no stat, no edge, and no strategy in taking a first basket scorer. It is all luck and vibes, and the vibes are tremendous after turning some lunch money into just under $20k.

25. $10 To Win $17.5k

This is luck, and there is nothing you can say to convince me otherwise.

26. $250 To Win $16.9k

S/O Philly James Harden one time

27. $100 To Win $16.7k

They say life is too short to bet the under. This man says to HELL with that. 

28. $25 To Win $16k

They say that the NBA has become a three-point shooting league.

This bettor tends to agree. 

29. $0.32 To Win $14.4k

There was no risk in this bet. What happens if it doesn't cash? 

"oh no, my 32 cents!"

Still, 2022 is shapping up to be the year of the "First-Basket Scorer Parlay." A lot of people are raking in big pay days, and I think it is time for me to throw a little something-something on one of these parlays. 

30. $5 To Win $13k

Over my many years of gambling experience, I found that basketball props are the easiest to hit on. I don't know if it is just me, but basketball props are one of my most profitable forms of gambling. This gambler parlayed 14 NBA props to turn an impressive profit. This bet just screams "well, I still have $5 left in my account, let's shoot for the stars," and that is exactly what happened. 

I certainly do not encourage chasing insane parlays like this, but if you have a little something left in your account, why not? It is not like you are going to put up $5 on a straight-up play. If you are, more power to you. 

Bets like this are what make gambling fun. You are not betting the farm, and it is a different way to watch sports. Also, I have to imagine it is pretty awesome to turn ole' Abe Lincoln into five figures. 

31. $50 To Win $12k

Just a little something this person cooked up. Turned one unit (assumingly?) into 12k. That is a lot of walking around money.

32. $30 To Win $12k

Suuuuuuuuuper Booooooooowwwwwwlllllll, Suuuuuuuuper Parlaaaaaaaayyyyyyy, Imo. 

33. $80 To Win $9.6k

This was a tough UFC card to handicap this weekend. I did not end up betting it, but it would have been catastrophic to my bank account. 

S/O to the homie for hitting this insane parlay. 

34. $10 To Win $7k

Listen, if you bet on props for the All-Star game, you need to call 1-800-GAMBLER. In fact, if you bet on any All-Star game, go ahead and hit that number up. 

Sick win, though.

35. $50 To Win $6k

Shout out to this guy for turning $50 into a nice chunk of change, but hitting on a +950 any time touchdown scorer for your last leg has to be thrilling. 

I forgot that Jerick McKinnon even existed, and this guy turned his success into his ow

36. $4 To Win $4.1k

Twice McKinnon has come up clutch?! My guy not only helped the Chiefs eliminate the Steelers, but he filled the pockets of the public.

Do you know how Nickelodian gives out a trophy to the most valuable player of the wild card game they are going to stream every year? First of all, both times it has been awarded, it went to the losing quarterback, but secondly, we the people should come up with a most valuable player to bet on award. 

I don't know, just spitballing here.

37. $15 To Win $2.3k

Listen man, if turning $15 into $2k was easy, everyone would be doing it

38. $0.50 To Win $961.35

Listen, I have had enough of these first basket scorer parlays. Too many people are winning big money, and yet here I am, penniless!

I may have to start looking more into these. I want my bet slips to go viral just one time. 

39. 25-Leg Parlay ($1 To Win $373)

This is not the largest payday, but hitting a 25-leg parlay may be the most impressive win on this list. 

Do you know how many times I have had a three-leg parlay lose on the last leg? This guy picked TWENTY FIVE props from the SAME GAME.

Thats absurd. 

Photo: Getty Images