The original mastermind — the BB2 winner who openly told the house he was lying to their faces and won anyway, without ever winning a single competition.
The Story
A cocky dermatologist from Miami, Dr. Will walked into Big Brother 2 announcing he didn't want to be there and had no intention of playing nice.
Instead of hiding his game, he weaponized honesty — telling houseguests outright that he was manipulating them, daring them to evict him, and building the founding villain alliance Chilltown.
He rode pure social and strategic play to a 5-2 finale win over Nicole Nilson Schaffrich, becoming the template every 'social game' winner since has chased. He returned in BB7 All-Stars and made the Final 4.
“I'm going to tell you right now, I'm lying to you.”
Dr. Will's trademark approach — disarming the house by admitting the con to their faces.
Signature Moment
Dr. Will and Mike Boogie ran Chilltown as an open secret — the first alliance built on charm and misdirection rather than comp muscle, and the blueprint for modern BB.
In your league, Will would've scored33fantasy pts1.6pts / week
Estimated from our default scoring — competition, survival & endgame events only. Social & drama events aren't recorded in historical grids, so real totals would run higher.
Career Résumé
Winner — BB2
Season by Season
The Web
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