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There are 5 clues with the answer 'JOHNNYRIVERS'
# CLUE
1.
'Secret Agent Man' singer
2.
"Summer Rain" singer
3.
"Poor Side of Town" singer with a "watery" name: 2 wds.
4.
He hit #1 in 1966 with "Poor Side of Town"
5.
"Secret Agent Man" singer