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There are 5 clues with the answer 'TOMLEHRER'
# CLUE
1.
"That Was the Week That Was" songwriter
2.
Pianist/parodist who sang "(I'm Spending) Hanukkah in Santa Monica"
3.
"The Masochism Tango" singer
4.
"Best musical satirist of the 20th century," per Dr. Demento
5.
US satirist whose songs include The Masochism Tango (3,6)