Charlie Sheen Takes A Hard Look Back On The 10-Year Anniverary Of His Complete Meltdown

Millennial Lottery Dreams On Oops The Podcast

He Won The Lottery Twice In 4 Months And Got Over $1 Million, But He Still Lives In His Trailer Home

Man Wins $38 Million Mega Millions Jackpot In The Middle Of A Divorce, Ordered To Shell Out Half To His Ex-Wife

Florida Woman Wins $1 Million In The Lottery Then Gets Arrested In Major Drug Bust

I’ve Never Resented Anyone More Than This Couple Who Won Their THIRD $1 Million Scratch Ticket Jackpot In Five Years

‘Jeopardy!’ Champ James Holzhauer Isn’t Exactly Flashing His Winnings Around Town Like You Or I Would Be

The Winner Of The $768.4 Million Powerball Jackpot Is A Broke 24-Year-Old Who Couldn’t Quit His Job Fast Enough

90-Year-Old Woman Who Won The $278 Million Powerball Jackpot Is Suing Her Own Son For Poorly Managing It

Man Dunks On Wife Who Constantly Fought With Him About His Lottery Addiction By Winning Jackpot

A Michigan Man Gamed The Lottery Using ‘Basic Arithmetic’ And Won $26 Million Over Nine Years

Man Finds $1 Million Winning Powerball Ticket While Cleaning Out Wallet, Set To Expire In Weeks

A Vancouver Canucks Fan Won The Largest 50/50 Raffle Jackpot In North American History Last Night

Let’s Have A Moment Of Silence For This Dude Who Was Dumped And Then Taunted By His Ex After She Won The Lottery

Pro Gambler Wins $240,000 Betting Ronda Would Lose Just Weeks After Winning $2.5 Million Betting On The Royals

Charlie Sheen To Chuck Lorre Over ‘Two And A Half Men’ Diss: ‘You Must Feel Safe Where You Live’

Charlie Sheen Allegedly Pulled A Knife On A Dentist Because That’s What Winners Do

Your ‘winning’ License Plate is a Contradiction, And You Need a New Paintjob

Just an Awesome Compilation of Epic Wins

What’s Charlie Sheen Been Up to Lately?