Early Life
High School Years
College "Daze"
20s and 30s
Wild Card
100
Ryan resided in these two towns during his childhood.
What is Bristol (up to age 2 1/2) and Tiverton (the rest of his childhood)?
100
This is the name of Ryan's high school.
What is Portsmouth Abbey?
100
This is why Ryan decided to not attend University of Richmond.
What is allergies? His seasonal allergies got the best of him during a visit to the school.
100
This is where Ryan and Gabby's wedding reception was held.
What is the Seafare Inn?
200
At age 4, this was the first black person Ryan ever met. At that moment, Ryan exclaimed, "He's black. I don't like black people!"
Who is Jim Rice, from the Red Sox?
200
This is the number of girls who graduated in Ryan's high school class.
What is 2?
200
Ryan lived in this shirt.
What is his Charlie Brown shirt?
200
In Ryan's 20s, his parents took the family on one last "family vacation" to this spot.
What is Disney World?
200
These are the instruments Ryan can play. (guess 3)
What are Alto saxophone, baritone saxophone, guitar, piano?
300
Ryan's old-man neighbor who gave him homemade root beer, garden-grown rhubarb, and taught him how to kill wood chucks.
Who is Mr. Chase?
300
Ryan demonstrated his athletic prowess on this high school team.
What is the cross country team?
300
This was Ryan's nickname on the basketball team in 7th and 8th grades.
What is "Flash"?
400
He spooked these people with his Ouija board, Star Wars figures, Transformers, and WWF wrestling figures.
Who are the Jehovah's Witness cleaning ladies?
400
These are the names of Ryan's closest high school friends. Double points for getting their full names (first and last)!
Who are Andy McCarthy and Chris D'Addario?
500
Ryan's mom bribed him with these to get him out of bed in the morning.
What are baseball cards?
500
This piano-playing monk was Ryan's mentor and teacher.
Who is Father Ambrose?
500
In junior high, Ryan served a detention for doing this on the school bus.
What is excessive flatulence?