National Mr. Entertainer of the Year Titleholders
Carl Harris 
D’Andre 
Romeo Avila 
Rasean Montrese 
William Benion 
Monte Ross St. James 
In Loving Memory of Savion Simpson Black 
Xavier Valentino 
Alex Stabler – Photo by David Daigle 
Mykul Jay Valentine 
Xavier Cole 
David “Freklz” Hunter 
Matthew Jay Kelly 
Judas Elliot – Photo by Erika Wagner Artistry 
Rolly Villaverde – Photo by Tios Photography 
Charlton Alicea – Photo by Tios Photography 
Prince Travi – Photo by Tios Photography 
Prince Cole – Photo by Tios Photography
National Mr. Entertainer of the Year Titleholders
- 2002 – Carl Harris
- 2003 – D’Andre
- 2004 – Romeo Avila
- 2005 – Rasean Montrese
- 2006 – William Benion
- 2007 – Monte St. James
- 2008 – Savion Simpson Black *
- 2009 – Xavier Valentino
- 2010 – Alex Stabler
- 2011 – Mykul Jay Valentine
- 2012 – Xavier Cole
- 2013 – David “Freklz” Hunter
- 2014 – Matthew Jay Kelly
- 2015 – Judas Elliot
- 2016 – Rolly Villaverde
- 2017 – Charlton Alicea
- 2018 – Prince Travi
- 2019 – Prince Cole
*In Loving Memory
Prelims to National Mr. Entertainer of the Year
- Arizona Entertainer of the Year
- Arkansas Entertainer of the Year
- Florida Entertainer of the Year
- Great Lakes Entertainer of the Year
- Kentucky Entertainer of the Year
- Midwest Entertainer of the Year
- Missouri Entertainer of the Year
- North Carolina Entertainer of the Year
- Ohio Entertainer of the Year
- Texas Entertainer of the Year
- Wisconsin Entertainer of the Year
National Mr. Entertainer of the Year History
National Mr. Entertainer of the Year 2019
- Winner – Prince Cole
- 1st Alternate – Zodiacx Iman Dickerson
- 2nd Alternate – Ricky Haggerty Knight-Addams
- 3rd Alternate – Adonis Casanova
National Mr. Entertainer of the Year 2018
- Winner – Prince Travi
National Mr. Entertainer of the Year 2017
- Winner – Charlton Alicea
National Mr. Entertainer of the Year 2016
- Winner – Rolly Villaverde
National Mr. Entertainer of the Year 2015
- Winner – Judas Elliot
National Mr. Entertainer of the Year 2014
- Winner – Matthew Jay Kelly
National Mr. Entertainer of the Year 2013
- Winner – David “Freklz” Hunter
National Mr. Entertainer of the Year 2012
- Winner – Xavier Cole
National Mr. Entertainer of the Year 2011
- Winner – Mykul Jay Valentine
National Mr. Entertainer of the Year 2010
- Winner – Alex Stabler
National Mr. Entertainer of the Year 2009
- Winner – Xavier Valentino
National Mr. Entertainer of the Year 2008
- Winner – Savion Simpson Black
National Mr. Entertainer of the Year 2007
- Winner – Monte St. James
National Mr. Entertainer of the Year 2006
- Winner – William Benion
National Mr. Entertainer of the Year 2005
- Winner – Rasean Montrese
National Mr. Entertainer of the Year 2004
- Winner – Romeo Avila
National Mr. Entertainer of the Year 2003
- Winner – D’Andre
National Mr. Entertainer of the Year 2002
- Winner – Carl Harris