Tim O'Brien Band
The Fretless
Mile Twelve
China to Appalachia
Whiskey Deaf
The Paperboys
100

Born 3/16/1954, Tim will turn this age two weeks after Wintergrass 2024. 

What is 70?

100

The Fretless is made of these four string instruments, often referred to as a string quartet. 

What are two violins, a viola, and a cello? 

100

Mile Twelve was awarded best new artist by IBMA three years ago, in this year. 

What is 2020? 

100

All three members of this band share this gender identity. 

What is female? 

100

Whiskey Deaf will be performing at Wintergrass six years after their last Wintergrass appearance in this year. 

What is 2017? 

100

The Paperboys has been making music for three decades, or this round number.

What is 30?

200

Although he plays right handed, Tim has this as his dominant hand. 

What is left hand? 

200

The Fretless is based in this Canadian city, which serves as the capital of the province of Ontario. 

What is Toronto? 

200

All of the members of Mile Twelve play from this family of instruments. 

What are strings? 

200
Members Cathy and Marcy are winners of this prestigious music award. 

What is a Grammy? 

200

This five person band has two female members, which make up this percentage of the ensemble. 

What is 40%? 

200

The Paperboys have released this number of albums, also known as a baker's dozen. 

What is 13? 

300

Tim was IBMA male vocalist a second time a decade after his first win in 1996. 

What is 2006? 

300

The Fretless won this award, known as the Canadian Grammy, in 2017 for best instrumental album of the year. 

What is a Juno? 

300

Mile twelve hails from this famous "Beantown." 

What is Boston, MA? 

300

Member Marcy Marxer used to work for this American multinational automotive manufacturing company headquartered in Detroit, Michigan. 

What is General Motors? 

300

Whiskey Deaf is based in these two well known PNW cities. 

What is Seattle and Portland? 

300

The Paperboys has been referred to as the "Los Lobos" of this North American country. 

What is Canada? 

400

Formed in 1978 and disbanded in 1990, Tim was an original member of this American Bluegrass band. 

What is "Hot Rize?" 

400

This 2021 album was the bands first formal collaboration with vocalists, which featured appearances from Celeigh Cardinal, The Bros. Landreth, Phyl and yes, Ruth Moody. 

What is Open House? 

400

Mile Twelve has worked with this infamous producer, considered one of the most in-demand session players in Nashville. 

Who is Bryan Sutton? 

400

Marcy and Cathy are long time teachers, and taught this Pulitzer Prize winning female folk artist. 

Who is Rhiannon Giddens? 

400

Fiddler Annie has played internationally with renowned artists like David Grisman, and this famous British pop/rock signer songwriter. 

Who is Rod Stewart? 

400

Their album, entitled "Postcards" won a West Coast Music Award in this year, which marked the end of the 19th century. 

What is 2000? 

500

Tim is also known by this alter ego. 

Who is Red Knuckles? 

500

One of their most popular tunes, with over 2 million streams on Spotify, this medley is known by this gesture to Ryan. 

What is "waiving?" 

500

Mile Twelve's album "Coty on a Hill" was nominated for IBMA album of the year, in this year. 

What is 2019? 

500

Multi-instrumentalist Chao Tian plays the Chinese hammer dulcimer, also known by this name. 

What is yangqin?

500

Mandolin player Ethan Lawton is a founding member of this well known and eclectic country band. 

What is Western Centuries? 

500

During the pandemic, members Tom and Kalissa maintained a warm connection with their homebound fans by posting their now-legendary sessions, named after this footwear. 

What are slippers? 

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