Leon Rogers, aka “The Destined Legend,” is a Multi-Talented Comedian, DJ, and Actor
by Diane Alter
Career highlights include features on “Showtime and the Apollo,” “Comic View,” “P.Diddy’s Bad Boys od Comedy,” “Barbershop 1 and 2” Jamie Foxx’s “Laffapalozza,” and more.
Currently, Leon is a member of “The Morning Takeover” on 107.5 WGCI in Chicago, which is the third largest radio market in the country. His two-year stint as co-host of the sports talk radio show “Sports Unplugged,” with ESPN writer Scoop Jackson and college basketball analyst Steve Bardo, showcased his love of sports, as well as his vast sports knowledge.
Awards and accolades include top honors for the Miller Genuine Draft Comedy Search, and a two-time win as the Chicago Music Awards Comedian of the Year. Since launching his comedy career in the mid-1990s, Leon has been increasingly successful in making the masses laugh via his self-calculated ignorance. Leon spend a few minutes with This Week on MV to answer some questions ahead of the 2019 Martha’s Vineyard Comedy Fest.
TW: What is the funniest joke you know?
LR: .The funniest joke I know is quite dark. I don’t think you wanna put it in your article (lol), but here it goes…”I made a website for orphans….It doesn’t have a homepage, though!”
TW: What is the funniest thing that has recently happened to you?
LR: The funniest thing that recently happened to me is that this lil’ old white lady saw me. I had on a suit and glasses and she wanted to take a pic with me. I was like, oh wow, she must be a fan of the local TV show that I appear on from time to time. Nope, she thought I was MC hammer …..hilarious.
TW: What is the weirdest thing you have seen someone do in public?
LR: I saw this homeless guy take a dump in public, and then he grabbed a pigeon and wiped his ass with it (lol). No lie. I’m laughing loud as hell, but at the same time I felt sorry for that bird. But hey, that was probably payback for all of the people he (the pigeon) pooped on.
TW: Tell us about the last gift you gave to someone.
LR: The last gift I gave someone was to my wife on Mother’s Day… if ya know what I mean (nudge, nudge, wink)! It was a whole 13 minutes of gift giving. Yeah!
TW: Please share with us the scariest movie you watched as a kid?
LR: The scariest damn kids movie I ever saw, well it is actually a tie for me between “The Wizard of Oz” and a movie called “Dark Crystal.” The damn flying monkeys in OZ were horrifying. I still have bad dreams about them. And in “Dark Crystal,” there were these huge black beetles chasing after the hero of the movie (who I might add was pretty f*!king creepy, too). Jim Henson also creeped the sh*t outta me as a kid!
TW: If you were forced to get rid of a state, which one would it be and why?
LR: Bye, Bye Wisconsin!, cause green bay is in Wisconsin and I hate the Packers so f*&@!kkk Wisconsin. May Godzilla arise from Lake Superior and burn that bitch down. And when it toasts the last few buildings, I hope it finds Aaron Rodgers and chews on him like a piece of laffy-taffy until the screaming stops and all you see are remnants of his jersey in its mouth! Yep that’s about it!
TW: If you were a new edition to the Crayola crayon box, what would your color be?
LR: My color would be called Dragon Glass Black. Why? Because that black would be blacker than any black you have ever seen, and when push came to shove, we know it could kick a White walkers ass. lmao……(in my arrogant opinion).
TW: Are you more of a hunter or a gatherer?
LR: I would say a gatherer ‘cause I have accumulated numerous porn DVD’s and my Google browser bookmarks and history are filled with numerous adult websites…so yeah imma say gatherer..
TW: If you were arrested with no explanation what would your friends and family assume you would have done?
LR: See above answer…..lmaoooooo (no kids, I’m not R. Kelly).
TW: What is the most ridiculous fact you know?
LR: The most ridiculous fact I know is that the bonobos monkey is one of the few animals that has sex for fun, like humans. FYI, I picked that up from one of the numerous sites I mentioned in the above question.
TW: What do you love about Martha’s Vineyard?
LR: What I love about MV is the peace and tranquility from the ferry ride over to just riding around on a bike seeing the beautiful homes and realizing you ‘re broke as f*ck!
