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The Intersection of
Video & Sweepstakes

The Intersection of Video & Sweepstakes

$888,888.88 Sweepstakes

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$88,888 Cash Giveaway

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iPad Mini

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Samsung Chromebook

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Sony - Handycam Camcorder

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$150 VISA Gift Card

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$100 Cash Giveaway

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$75 Amazon Gift Card

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$50 Daily Cash Giveaway

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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.

$300,000.00 Winloot Prize Winner Tammy P from Maryville, Tennessee

Maryville, TN resident Tammy P. doesn’t really play sweepstakes. In fact, Tammy noted that her husband Frank recently teased her about wasting time playing games on her phone. So imagine her surprise when, on a lark one night, Tammy entered the Winloot.com $300,000 sweepstakes, the first time she ever entered on the site, and just hours later actually won! And to make it even sweeter, she was awarded the prize check the day after her 60th birthday!

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$5000 Uwinit Winner Tanza B! Heartwarming Surprise Reveal.

Surprise $5,000.00 Winner Reveal ~ Tanza B. of Benton Harbor, Michigan, August 4, 2023 ~ It turned out to be an exciting day for Tanza B. of Benton Harbor, Michigan, when our prize director contacted her with some really big news! Yes, we had sent Tanza a winner email notification, which is the only way winners are notified. However, we did not reveal how much she had won in order to surprise her on a video chat. When we connected with Tanza, we met a sweet lady with a big smile! She was so happy and joyful, even before our prize director revealed her big winnings.

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$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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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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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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$10,000 Cash Prize Winner Winstakes Sweepstakes! Debra from Belle Plaine, Minnesota! Surprise Reveal

Debra H. from Belle Plaine, Minnesota, became the newest $10,000 Cash Winner on July 17! We know how absolutely blown away she was to find out that astounding cash prize is hers, because our prize director arranged a winner reveal video chat to surprise Debra with the exciting news. Debra was truly astounded when she was told it was $10,000. A few “OMG’s” were exclaimed, followed by, “awesome, this is cool, and thank you so much!”

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Maryville, TN Resident Wins $300,000.00 from Winloot.com on First Try

Maryville, TN resident Tammy P. doesn’t really play sweepstakes. In fact, Tammy noted that her husband Frank recently teased her about wasting time playing games on her phone. So imagine her surprise when, on a lark one night, Tammy entered the Winloot.com $300,000 sweepstakes, the first time she ever entered on the site, and just hours later actually won! And to make it even sweeter, she was awarded the prize check the day after her 60th birthday!

Watch on YouTube

Halloween Special Sasquatch Spins The Wheel W/Stephen Kramer Glickman Bigfoot Big Wins!

IT'S BIGFOOT. Or as we learn he prefers Sasquatch or even Bo the horror screenwriter from Nashville Tennessee who co-wrote Lost After Dark. Lost After Dark was released in 2015 but had the feel of a classic 80s Slasher Movie. And it starred Robert Patrick from Terminator 2!!!

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Star Wars Mania; C-3PO and Mandalorian Actor Spins To Win W/Stephen Kramer Glickman

Chris from San Luis Obispo, sits down with your Host Stephen Glickman to play Winloot Live. They may not go to Tosche Station for power converters, but this pair of scruffy looking nerf herders has got plenty to discuss, including but not limited to who has got more Golden Girl Cred and their eBay purchase history.

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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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Will Stephanie Double Her Money In The Gym w/Carolyn On Winloot Live? Balloons, Cookies & More

Stephanie is between jobs so she's helping out as a nanny for her niece. But on this episode of Winloot Live In the Gym with Carolyn Martin she's going to compete for cash prizes. Trivia, Free Throws, Cookie Challenge, Balloon Challenge and more. And at the end she'll have the opportunity to DOUBLE HER MONEY!!! How much cash will she win? Tune in and find out.

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Winner Spotlight

Winloot Live Winner Spotlight: September 2024


September was an exciting month at Winloot Live, filled with big wins and happy moments. We’re thrilled to spotlight our September winners and share how they might be enjoying their prizes!


Wes H. of Franklin, WI

Wes H. from Franklin, Wisconsin, won $50...

Winner Spotlight

Winloot Live Winner Spotlight: August 2024


August has been another thrilling month here at Winloot Live, with some fantastic prizes going to lucky winners across the country. From high-tech gadgets to daily cash giveaways, we’re excited to shine the spotlight on our August winners and imagine how...

Winner Spotlight

Winloot Live Winner Spotlight: July 2024

Welcome back to Winloot Live, where every month we celebrate the amazing winners of our online sweepstakes! July was a month of excitement, joy, and big wins, and we’re thrilled to highlight some of our lucky participants. From cash giveaways to gift cards,...

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...