Terri Clark a Canadian - born country artist started singing at Tootsie 's in 1987 .
According to www.tootsies.net , Willie Nelson received his first songwriting gig after singing at Tootsie 's .
Terri Clark a Canadian - born country artist started singing at www.tootsies.net 's in 1987 .
According to www.tootsies.net , Willie Nelson received his first songwriting gig after singing at Tootsie 's .