The Early Years
Dapper & Debonair
Epicurean Delights
Fandom
Scholarly Pursuits
Quotable
100
Like many kids in the 70’s, this was Michael’s first job
What is Paperboy?
100
If laundry wasn’t done for a month, Michael would still have plenty of these to wear
What are socks?
100
As a young boy, Michael used to individualize these baked treats with blueberries, chocolate chips, etc
What is make muffins?
100
Michael impressed all the kids on the first day of 3rd grade wearing a tracksuit with the colors and logo of this Miami team
Who are the Miami Dolphins?
100
Despite Michael winning first place for writing this type of genre, Jim Cohen was named the Laureate for it
What is poetry?
100
If losing at this card game, Michael will inevitably announce that the game is terrible and just pure luck
What is Oh Hell?
200
At the ripe age of 6, Michael’s uncle took him to see this “family” movie
What is The Godfather?
200
Not one for going all out for Halloween costumes, the one time he did, he looked like the doppelganger for this radio host
Who is Howard Stern?
200
When Michael saddles up to a bar, this is his martini order
What is Plymouth gin, straight up, a little wet, with onions and olives?
200
It was for this primary reason that a New England boy chose to be a die hard fan of LSU
What is he liked the colors?
200
Michael graced the pages of the Portland Press Herald for a Deering High School win in what “team” activity?
What is debate?
200
When playing Sequence, Michael likes to say this “elementary” quote from Alec Baldwin in Glengarry Glen Ross
What is ABC - Always Be Closing?
300
This is how Michael spent the morning of his first day of 3rd grade as a new student, and also when he ate tomatoes
What is throwing up?
300
On an overnight international flight, Michael was the only one on the plane wearing this
What is a jacket?
300
When Michael ordered this type of dish for dessert, the chef came out of the kitchen to see who would do this
What is a pasta course?
300
While not one to usually break rules, Michael decided it was worth it to do so in the White House to cross a barrier and get this former QB’s signature
Who is Peyton Manning?
300
It might be said that Michael unwillingly helped "assassinate" this Harvard Law social club by turning it into a "defacto speakeasy"
What is The Lincoln's Inn Society
300
This is the movie that will make you “a lot cooler” if you can name more quotes from it than Michael can
What is Dazed and Confused?
400
Michael would “survive” his first concert of what performer?
Who is Gloria Gaynor?
400
Not to let this part of his appearance be left to chance on his wedding day, Michael had someone come and do this
What is style his hair?
400
What food would Michael choose if he could only choose one
*hint - he makes this in his special oven
What is pizza?
400
Based on a Spinal Tap album, this is the name Michael uses for his fantasy sports teams
What is Shark Sandwich?
400
This is the only Ivy that did not accept Michael, perhaps leaving him with a lifetime grudge
What is Yale?
400
If Michael was friends with this movie teenager, he would perfect his roundhouse kick and bo staff skills
Who is Napoleon Dynamite?
500
In high school, Michael spent a “lot” of time in the Old Port doing this job
What is being a parking lot attendant?
500
Michael would often take the kids to this type of establishment under the guise of a fun outing
What is a tailor?
500
When Michael gets up from the table at a restaurant, this is the last thing he does
What is take a sip of wine?
500
Ted Leonsis was not pleased with Michael for deciding to wave this object right in front of the Capital’s owners box
What is a Boston Bruins foam finger?
500
Michael’s standard response to any Would you Rather type questions
What is, "I don't do hypotheticals"?
