Welcome to WinlootLive the intersection of the online sweepstakes world of Winloot and our Youtube Channel WinlootSweepstakes where you can check out the latest videos featuring real live sweepstakes winners and episodes of Winloot Live and enter to win all kinds of cool prizes. You may even be able to win an opportunity to be a guest on one of our upcoming Winloot Live Contest Episodes.

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People Are Winning Money And Having Fun On Winloot Live 2.0 Winner Montage Part 3

Everyone loves winners-- well we've got another collection of big-time winners to spread the word on Winloot Live 2.0 We've Netflix and Country Music Super Star Coffey Anderson, Pro Boxer Adam Blu Nose Lopez, MCU actor Sharon Blynn, Actor/Producer David Lipper from Full House and more.

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Spider-man Cosplayers, Star Wars Mandalorian Actors, Model Hosts, Moms & More Win $100 Spins

Everyone loves a good wheel spin that ends in $100 Cash, Am I Right? We've compiled a little collection of $100 Spinners just for you. From Star Wars Actors to Spider-Man Cosplayers, Arizona Moms to model hosts, we've got 'em dialed up for you and ready to go. Enjoy!

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$88,888 Cash Giveaway

Play now for your $88,888 Cash Giveaway entry!

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Enter 3 times daily!

iPad Mini

Play now for your iPad Mini entry!

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Enter 5 times daily!

Samsung Galaxy Chromebook Go 14” In Silver

Play now for your Samsung Galaxy Chromebook Go 14” In Silver entry!

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Enter 10 times daily!

Gisele Does Tik Tok Dance, Freestyle Rap, Prank Phone Calls For Cash on Winloot Live

This week Gisele is going take on Dare To Be Awesome hosts Stephen Kramer Glickman and Aiden Wall and see how much cash she can earn for her trouble. She'll be dared to freestyle rap, tik tok dance, prank call a friend and more. She's also got a special message for Leonardo DiCaprio about her birthday.

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Will Tia The Model Be The First To Double Their Money On Winloot Live?

Carolyn is back with a brand new in person gameshow with trivia, physical challenges in the form of minute to win it solo competitions, classic cash wheel spins, AND - every single episode our contestant will have the opportunity to DOUBLE THEIR WINNINGS ON A SINGLE SHOT. No one has done it yet-- WILL TIA THE MODEL BE THE FIRST?

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Sony - Handycam CX405 Flash Memory Camcorder - Black

Play now for your Sony - Handycam CX405 Flash Memory Camcorder - Black entry!

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Enter 10 times daily!

$150 VISA Gift Card

Play now for your $150 VISA Gift Card entry!

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Enter 10 times daily!

$100 Cash Giveaway

Play now for your $100 Cash Giveaway entry!

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Enter 10 times daily!

$5000 Cash Instant Winner Ruthann A. From Winloot Sweepstakes Interview

Ruthee A. from Tampa, Florida, just got the “shock” of her life when she was playing Winloot on Sunday, March 6, 2022, and there it was right before her very eyes! The numbers in our $5,000 Instant-Win Sweepstakes began matching up until she hit all 10!

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Surprise Reveal $10,000 Cash Winloot Sweepstakes Winner, Larry E from Taft, California

$10,000 Cash Sweepstakes Winner Larry E. of Taft, California, February 10, 2022! It’s another incredible day here at Winloot and we’re super excited to congratulate Larry E. of Taft, California, on winning the latest $10,000 Winloot Sweepstakes Prize drawing on February 10, 2022!

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Be A Contestant On An Upcoming Special Episode Of Winloot Live

Play now for your Be A Contestant On An Upcoming Special Episode Of Winloot Live entry!

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Enter 3 times daily!

$50 Daily Cash Giveaway

Play now for your $50 Daily Cash Giveaway entry!

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Enter 1 time daily!

Bring Kylie's Dogs Home! Feet Peel Bananas, Shotgun Phone Proposals & More Dare To Be Awesome

Can Kylie peel a banana using only her feet? Can she convince a friend to marry her for the tax benefits over the phone? Can she recite the alphabet backwards? Tune in and find out on the latest Winloot Live Dare To Be Awesome.

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DJ Does Hoops Challenge, Balloon Challenge, Trivia & More w/Carolyn On Winloot Live & Wins Cash

On this episode of Winloot Live Bonus Episodes In The Gym with Carolyn Martin DJ i joining us for a spin on the wheel. He's going to have to contend with Carolyn's Triva and various Minute To Win It Challenges. What will DJ's fate be? It's all in the cards. How much cash will he win?

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Freestyle Raps & Tik Tok Dances Dare To Be Awesome w/Aiden Wall & Stephen Glickman

Meet Alex from San Diego, California. He's going to play Dare To Be Awesome with Stephen Kramer Glickman and Aiden Wall at the world-famous Autobahn Gas Station in Studio City, California. Alex will perform freestyle raps, do improv infomercials for dating guys with white colored shirts and wristwatches and more.

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Breanna Dunks Quarters Juggles Balloons, & Swishes Hoops for Cash Prizes on Winloot Live In The Gym

Breanna is ready to take on whatever fate the cards hold, trivia or minute to win it challnge-- she's game. On this episode we're going to see if Breanna has got the right stuff to nail Carolyns Trivia or In The Gym Minute To Win It Challenges.

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Amateur Fighter Knocks Out Minute To Win It Challenges & Spins To Win Cash w/Carolyn On Winloot Live

Carolyn is Back!!! She's got a brand new in person gameshow with trivia, physical challenges in the form of minute to win it solo competitions, classic cash wheel spins, AND - every single episode our contestant will have the opportunity to DOUBLE THEIR WINNINGS ON A SINGLE SHOT.

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Old People Say The Darndest Things; Married Couple From Montreal Plays Couples Therapy

Does Caroline know what she and Elias did on their first date? How many bowls of soup will they earn? Are they going to stay together? How will they do? Well, I can tell you that they're going to walk away with more cash than they entered the game with. Tune in and find out on Winloot Live Couples Therapy!!!

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Carolyn's Brand New Game Show Is Coming Soon!!!

Winloot Live has been hard at week retooling with our hosts Stephen Kramer Glickman and the lovely Carolyn Martin (As Pictured) on the set of her brand new IN PERSON WINLOOT LIVE GAME SHOW with two of her very first contestants!!! That's right Winloot Live isn't just via Zoom anymore- we're...

How Does Winloot Live Choose Contestants?

People ask us all the time how they can be a contestant on Winloot Live? Over the years we’ve had a very eclectic mix of players and winners on our YouTube and Instagram Game Show iterations. Winloot Live players come from all walks of life including but not limited to Online Super Sweepers,...

The Talent Of Winloot Live

There are countless GameShows in existence. What makes Winloot Live special? What makes Winloot Live stand out from all those that have gone before it? We like to think it’s the talent associated with our show.

Let’s start at the very top with the hosts. Whether it’s Matty Prizes, Carolyn...

Avoid Online Scams

The internet can be a big and scary place. This is why finding a safe place to unwind like Winloot Live is so important. And how do we say that with such confidence? Because it’s true.

First of all Winloot Live will NEVER ask you for money. We award money to our winners we don’t ask them for any...

What Happens When You Win?

The opportunity for regular people like you to win cash and prizes at Winloot Live is real. We wanted to give regular people the chance to join in on the fun.

Sure we hope you love our Winloot Live video content but we know you are here because you want your chance to be a winner too. It’s only...

Prizes On Winloot Live

Did you know that you can win a variety of awesome prizes on Winloot Live? That’s right, you don’t need to be a contestant on our show to win a prize. Winloot Live is all about the intersection of our sweepstakes and our Youtube Channel. It's where you can check out the latest cool videos and...

Welcome To Winloot Live

Welcome to Winloot Live. We’re pleased as punch to have you stop by and spend a little of your time with us. Winloot Live is all about the intersection of our sweepstakes and our Youtube Channel. It's where you can check out the latest cool videos and enter to win some pretty awesome prizes of...