Hagerstown, MD
Calls himself a "yuccie" meaning a young urban creative. This means he is hoping to make money on things he loves to do.
He said he holds his own "funeral" each year because that is the one thing he would ordinarily not be able to attend.
$500 :
Which of the following is a Spanish word meaning soft, and NOT the last name of an acclaimed American actor?
A: Blando B: Nicholson
C: Bogart D: Newman
Spoiler
A: Blando
$1000 :
If you can't bear to discard your favorite pin-up firemen, don't worry thanks to how the dates align, you can reuse your current what three times in the next 28 years?
A: Calendar B: Bath towel
C: Tweets D: Chicken cutlets
Spoiler
A: Calendar
$2000 :
Alluding to seven powerful men who all hailed from Ohio, the Cleveland Cavaliers originally considered going by what name?
A: The Cleveland Nobel Prize Winners B: The Cleveland Presidents
C: The Cleveland Prime Ministers D: The Cleveland Popes
Spoiler
B: The Cleveland Presidents
First break
$3000 :
Since if you split the words wrong, it read like a creepy crime, what now-defunct website did HuffPo call one of the Internet's most awkward URLs?
A: Mentorshelping.com B: Tutorsharing.net
C: Studentstudying.biz D: Teacherstalking.org
Spoiler
D: Teacherstalking.org
$5000 :
With fewer than 10% of them under the age of 60, in the United States, the average woman serving as a what is in her late 70s?
A: Army general B: Congresswoman
C: Nun D: Fortune 500 company CEO
Spoiler
Patrick answered Congresswoman and reacted with surprise to find the correct answer was C: Nun.
Chris joked that Patrick is leaving with "nun-thing" although the official rules show he would have left with a guaranteed $1000.