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20 answers for: Ali actor who won the NAACP Image Award for Entert...
RANKANSWERCLUE
WILLSMITHAli actor who won the NAACP Image Award for Entertainer of the Year in 1999: 2 wds.
JAMIEFOXXRay actor who won the NAACP Image Award for Entertainer of the Year in 2013: 2 wds.
DWAYNEJOHNSONHobbs & Shaw actor who won the NAACP Image Award for Entertainer of the Year in 2017: 2 wds.
WILL___ Smith, Ali actor (4)
GARTHBROOKS"The Dance" singer who won the 2016 CMA Award for Entertainer of the Year: 2 wds.
KENNYCHESNEYCome Over singer who won the CMA Award for Entertainer of the Year four times: 2 wds.
ALANJACKSONCountry Boy singer who won the CMA Award for Entertainer of the Year three times: 2 wds.
LAURYNHILLEverything Is Everything singer who received the Grammys for both Album of the Year and Best New Artist in 1999: 2 wds.
LUPITANYONGOShe won the 2020 NAACP Image Award for Outstanding Actress for Us: 2 wds.
MICHAELBJORDANHe won the 2020 NAACP Image Award for Outstanding Actor for Just Mercy: 3 wds.
DOLLYPARTONJolene singer who was inducted into the Country Music Hall of Fame in 1999: 2 wds.
LORNEMICHAELS"Saturday Night Live" producer who was inducted into the Television Hall of Fame in 1999: 2 wds.
HANKWILLIAMSHey Good Lookin singer who was inducted into thee Native American Music Awards Hall of Fame in 1999: 2 wds.
LENNOXLEWISBritish-Canadian heavyweight boxer who became the undisputed world champion by defeating Evander Holyfield in 1999: 2 wds.
DIONCeline ___ singer whose song My Heart Will Go On won the Grammy for Record of the Year in 1999
JENNIFERLOPEZLet's Get Loud singer who was named Glamour Woman of the Year in 1999 and 2011: 2 wds.
ANDREAGASSIAmerican tennis star who completed his Career Grand Slam in 1999: 2 wds.
STUARTLITTLEMichael J. Fox is the voice of the title character of this movie which was a hit during the Christmas season of 1999: 2 wds.
OMAREPPSThree-time NAACP Image Award for Outstanding Supporting Actor in a Drama Series winner
ISSAActress Rae who won a 2022 NAACP Image Award for her performance on "Insecure"