Tips To Win Sports Betting

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Parlays are the ultimate big-win chaser’s dream. The combined bets provide massive potential payouts on nominal wagers, and nearly every online sportsbook offers them. Though the odds are low for a given parlay to hit, the possible winnings are huge, and a handful of lucky bettors have cashed in some gargantuan parlay jackpots at legal sportsbooks worldwide.

But before jumping into some of the craziest parlay wins on record, it helps to better understand the betting method, its upsides, and the inherent risk.

How Parlays Work

In simple terms, parlays are “all or nothing” bets. Parlays combine two or more individual bets into a single wager. This ramps up the odds so that a parlay pays much higher than any of the individual bets.

For example, I combined four bets with odds of -110, -110, +150, and +115 today on PointsBet, and the parlay payout came in at +1859. A $20 bet would pay more than $390.

Of course, there’s a catch. For a parlay to win, each individual bet must win. If you combine four bets into a parlay and one of them loses, you lose your bet even if the other three bets won. For that reason, parlays are risky bets, and most experts encourage you to steer clear.

On the other hand, casual bettors might enjoy making a weekly parlay every NFL Sunday or while any other league is in the thick of its season. There’s nothing wrong with making the occasional parlay bet as long as you acknowledge that your odds to win are low, similar to playing a slot machine.

Five Crazy Parlay Wins

Some bettors have beat the odds and been lucky enough to nab astronomical parlay wins in the past. Here’s a round-up of five amazing parlay wins.

The Three Sport Combo

Last year brought a huge windfall to one FanDuel sportsbook bettor who won on a $200 parlay combining 15 NBA, NFL, and NHL bets. The bet hit in November 2019 when all of the bettor’s moneyline wagers won for a payout of $229,276.

The moneyline bets boosted this wager over the edge for a massive win, because moneylines tend to offer longer odds if you pick the underdog. Whether it was sheer luck or educated guessing, this bettor came out on top.

The Charcuterie Parlay

In March 2019, sportsbooks were starting to take off in Mississippi on the heels of an August 2018 launch. March brought one noteworthy parlay win that featured a little bit of everything.

Rather than sticking to one type of bet, this bettor wagered $25 on a 20-leg parlay. The parlay was a veritable smorgasbord of bets and sports, including point spreads, moneylines, and totals. The wager covered a slate of Friday-night games across the NBA and NCAA basketball.

Betting

According to ESPN, the customer at BetAmerica sportsbook in Vicksburg, Mississippi’s Riverwalk Casino wagered on 14 favorites, three underdogs, and three “over” totals bets.

After a few close calls, the 20-leg bet won, netting the bettor a $104,412 win.

The Homecoming Special

In September 2020, a BetMGM customer raked in a $152,341 win on a $10 parlay.

The 11-leg bet featured five moneyline bets, five totals, and a single point spread wager (Duke +20.5). The majority of the bets predicted college football match-ups, but a few additional professional games sent the bet over the edge. The Rockets-Lakers under and the Yankees moneyline contributed to the win, resulting in a huge payday for the lucky bettor.

The 15-Leg NFL Slate

Amateur sports bettor Tayla Polia’s parlay success story is featured on countless lists just like this one, and for good reason. In 2015, Polia placed a $5, 15-leg parlay that included 14 point spread bets and one totals wager for the Steelers-Broncos matchup.

To her surprise, Polia’s bet won and paid out 20,000-1 for a cool $105,000. She actually thought the bet had failed initially because the Giants lost their match-up. But Polia had bet on the team to cover, which they did, completing her parlay and netting her a huge win.

Root, Root, Root For The Home Team

In 2015, MLB fans worldwide witnessed history. For the first time since the league’s inception, all 15 home teams won their games on a single day.

One lucky bettor cemented his place in the story by predicting the event with a 15-leg parlay bet. The Ireland bettor had plenty of reason to celebrate proverbial Irish luck when his ~$78 bet, placed at William Hill’s sportsbook, won him $100,810.

Should I Place Parlay Bets?

You may see these wins and instantly open your sportsbook app to start placing a few parlays for yourself. Before you do, it’s important to note that these wins are the exception, not the rule. The sage advice from sports betting experts is to stay away from parlays.

How To Always Win Betting

However, it’s okay to place a parlay bet once in a while, especially if you feel confident about a select few match-ups. Parlays can be a fun way to get in on the action and invest yourself in the match-ups of the day. Just play responsibly and keep in mind that your chances of winning any parlay are slim.

Parlay Tips

If you’re planning to place parlay bets, there are a few tips to keep in mind.

Less Is More

Sure, a 15-leg parlay is enticing, especially if the payout has four, five, or even six digits. But the more bets you include, the less likely you are to win. IF you’re interested in placing parlays, keep them simple at first. Combine two or three bets and see how they perform. If you’re lucky, you might win a few hundred dollars.

Favoritism Can Be A Benefit

Underdogs offer better payouts, but that’s only because they are viewed as less likely to win their match-up. If you’re building a parlay of moneyline bets, pay close attention to the odds. If one team is heavily favored to win, that might be the wiser pick.

Carefully Consider Home Team Bets

Unless it’s the mid-90s and you’re placing Chicago Bulls bets every week, try to steer clear of home-team bets when you’re building a parlay. I’ve fallen victim to the trap many times–I place a 5-leg parlay bet that includes my Chicago Bears to win only to find a disappointing 4-1 parlay that loses me my initial bet thanks to a crushing Chicago loss.

If you want to bet on your home team, keep that wager out of your parlays or risk disappointment.

Point Spreads Even Out The Odds

Betting on point spreads gives you smaller individual payouts, but combining them into parlays can produce big potential wins. Point spreads even out the odds of a given match-up, giving the predicted underdog a chance to cover the spread even if they lose the match.

There are two popular goals when it comes to sports betting. Bettors obviously want to turn a profit, but they also want to be entertained in the process.

These work together, because entertainment aside, you’re going to be enjoying yourself if you’re winning. Whether you like a certain sport or the teams/players associated with it, you’re going to be smiling at the end of the night while you watch a winning bet bring home some fat stacks.

Of course, you’re not always going to win. This is why considering the entertainment aspect is key. That sometimes means not placing wagers on genres that you normally don’t pay attention to, or aren’t going to get excited about.

This isn’t an exact science, and really, it’s just the start to formulating your personal (winning) sports betting strategy. The point is that you want to win and you want to be entertained – ideally both at the same time.

To help make that happen, we’re going to go over several basic sports betting strategies and tips that should make the process a little simpler for the casual sports bettor.

Long-winded intro aside, it is certainly important to be realistic with yourself and decide whether sports betting is purely for fun, purely for profit, or if you think you can handle both.

Making sports betting both entertaining and profitable can be tough, but it is more rewarding when you can wager that way. Regardless, the real reason you want to decide this is so you can gauge how much money you’ll be betting on a regular basis and how seriously you’re going to be taking the entire process.

Odds are that if you’re reading this right now, you care about winning, so we’ll proceed as if profiting takes precedence over being entertained.

2. Bankroll Management

The first step that you as a sports bettor looking to make a profit should follow is to know how much money you have to work with.

Whatever amount of cash you decide to bet with starts out as your base bankroll, and ideally serves as the amount of money you are willing to (and can afford to) risk over the course of any given week, month, or year.

You can even go down as far as limiting your daily spending, as well as how much cash you lay down on any one bet. A great rule of thumb is to never put more than 10% of your allotted bankroll on the line at any given time.

Adhering to these rules can be restrictive and even annoying, but there are going to be bad beats and off nights.

Having a set amount of money that you are willing to play with (and are okay with losing) is very key in making sure you can keep on betting beyond a couple of unlucky runs.

Another good idea beyond choosing your starting bankroll is deciding on a backup bankroll. What happens if you start with $100 and run through it in a week or a month? Do you have the money to go right back in with another $100?

Make sure you know your limits here, and think ahead enough so that you can reload safely if you initially experience a lot of losing. That, or you can go big at first (maybe double it to $200), and be very strict with the percentage you play on a daily and weekly basis.

We touched on this briefly in the bankroll section, but your betting style is going to be pretty key in deciding how you operate as a bettor.

There are several sports betting styles to consider, and also some that you simply want to avoid. Here are the three we’ll go over:

  • Kamikaze
  • Fixed
  • Varied

Kamikaze, the big one to avoid, is simply betting thoughtlessly on any game for any amount at any time.

You want some structure in sports betting. That starts with the amount of money you’re playing with as a whole, but it also extends to each individual bet.

Make sure there is logic behind every bet you target, whether it’s a favorite at home, a player prop bet, or a steep underdog with serious upside. Never place a bet just to bet, and avoid this kamikaze mindset that can quickly ruin your betting experience.

How To Always Win Sports Betting

A better angle is the fixed bet, where you know how much you are putting on the line every time out, regardless of wager type. You’re only going to get so much back if you only bet $10 on every single bet, but for each bet, you’re also only losing a maximum of $10.

This is small stakes, but this will get you going in the right direction, and once you start finding success, you can adjust things. That will open the door to fattening up your bankroll, and in turn will allow for bigger bets.

Another method is to vary your betting and bet harder on favorites or “sure things,” and bet a smaller amount of cash on underdogs or wagers that provide big payouts. This contributes to the “grind” theory, where you can keep winning (and keep playing) as long as you’re only assuming so much risk.

It’s true that you can only win (roughly) what you put in, but you can only lose that same amount, too. In reality, if you’re successful, you can turn $10 into $20 in most of your bets, and when you nail the upset picks, you’re tripling or quadrupling your money.

There are more sports betting styles to consider, but these are the three to keep in the back of your mind at all times.

Avoid kamikaze strategies, generally stick with fixed betting, and loosen the straps a bit so you can double down on favorites every now and then.

Before you place a single bet, it’s going to be extremely important to know about the sport you’re placing money down on. You should know the sport front and back, whether it be the players, how the game is played, the matchups, trends – the list goes on.

Anyone can win a bet with blind luck, but to win consistently and sustain success, you need to know what you’re doing as a sports fan and as a bettor.

Perhaps you fancy yourself a sports guru and you know a lot about several sports. That may be true, but there are a lot of nuances and changes during each sport’s season. Taking breaks to bet on this sport and then shift to that sport can create unnecessary confusion with how you bet.

There is something to be said about truly having one sport down at an elite level, too. In addition, the idea of finding your betting groove cannot be overstated.

These are very real facets to sports betting, and to win on a regular basis, you should consider both every time you start betting on a specific sport.

Eventually, you can diversify your betting and branch out, but when you first get going, sticking with (and mastering) one betting genre is a great practice. In fact, as fun as betting on every sport can be, once you find the one that brings you profit, it’s not a bad idea to just ride it out with that sport until it’s out of season.

5. Find the Right Site

Before you can ever place bets, you’re going to need to find a place to wager. You have your bankroll, you know how you want to bet and which sport you’re wagering on, but you don’t have your sports betting site decided on yet.

This is actually huge for your entire process, as the right sports betting sites are going to offer a collection of criteria you won’t want to ignore. Here are a few to consider when picking a site to bet at:

  • They Pay
  • Safe and Reputable
  • Good Wagers and Odds
  • Great Bonuses and Promotions
  • Good Customer Service
  • Longevity

Make your personal list if you need to, but for all intents and purposes, this list will do the trick. Rule number one when picking a sports betting site to place wagers at is they need to pay you.

Read reviews, go to gambling forums, or even test the waters yourself with small amounts of money. You wouldn’t blindly put your money into a bank you don’t trust, so don’t do the same with your cash when you plan on betting with it.

There are a lot of betting sites that will gladly take your cash, but then conveniently run into problems once you win and want to withdrawal.

Avoid this! Find a collection of sites that you love that are never catching heat for slow payments or failure to pay.

If you can find a site that pays and is also safe and has a good history, all the better. Sites that have been around for a longer period of time tend to have a good reputation and also have stout customer service – two more things you’ll want in your go-to sportsbooks.

Albeit coming in as secondary necessities, you’re also going to want upside with your books. One path to that is finding books that offer really creative and unique wagers, as well as competitive odds. There are some powerhouse sports betting sites out there that are safe and pay you your cash, but they don’t have creative wagers, or they offer weak odds.

Hunt for that value when picking your site, and do the same for bonuses and promotions.

Ideally, the perfect site(s) will have a good combination of all of these criteria. The best sports betting sites are called that for a reason.

Bovada, BetOnline, and Bookmaker are some of the best that we’ve come across, but don’t just take our word for it. Get out there and discover which sites meet all of your demands and expectations.

Value was touched on for a second, but this certainly isn’t confined to just which sites offer the most playable wagers.

Once you have picked your favorite sites to wager on, it’s then up to you to hunt out the top value bets every single day across all of your favorite sites.

The trick here is that value is fairly subjective, so you’re only going to know it when you see it. One good idea is to start your day by looking at every site’s opening lines and start gauging where the best value resides.

The easiest way to see the value is to just compare the same exact bet between sites. If Bovada is offering the Patriots as -265 favorites, but BetOnline is giving you that same favorite at -225, it’s obvious which site you should be placing your wager at that day.

Hunting for value isn’t as taxing as it sounds, and it is absolutely necessary if you want to maximize your earnings.

7. Tilt Vacation

We could probably go on and on about sports betting tips to consider, but one of the most important strategies is to not have a strategy at all.

Win or lose, sometimes the best thing you can do when betting on sports is to simply take a break. Those big losses can put you on tilt, which isn’t just a poker or gambling term, but truly an actual feeling.

When on tilt, you’re vulnerable to betting more than you’ve agreed with yourself, or you will look at value and wagers in a biased manner.

Instead of going into a new day with a warped betting perspective, just swallow the loss and take a day or two off.

Once you get your bearings right again, you’ll be completely refreshed and ready to take on a whole new slate of bets.

This can also be something to think about after a big win. Often when you take down a huge prize, you can feel invincible, or make silly bets because you talk yourself into betting with “free money.”

Winning Big In Sports Betting

That’s a dangerous game, as you start working against the betting tendencies that got you into a successful pattern, and you start making obscene bets.

Sports Betting Winners

This can have you tricking yourself into seeing value that doesn’t exist or betting more money than you should based on your predetermined bankroll rules. That might not always backfire, but it absolutely can, or at a minimum, it can get you off of your current path and mess up the way your process operates.

Anytime you suffer a big loss or reel in a big win, embrace it the best you can and take a small break.

Tips To Win Sports Betting Against

Doing so sharpens your focus and keeps everything in perspective.

Win Sports Tv

Tips

Following these sports betting strategies and tips don’t guarantee a thing. However, these tips collectively should help you play at safe sites, get the most bang for your buck, and prolong your run as a sports bettor. Whether or not you’re successful at an elite level during that time is up to you.