Gucci Mane Gives 1 Of The Realest Interviews Ever. It’s Unquestionable (Video)

Over the last 10 years, few Hip-Hop artists have been more influential than Gucci Mane. The Trap star has been as integral as Future and T.I. in making the Atlanta sound the most dominant in the culture. At the same time, few artists have been more controversial or faced more... Read more

Put Some Respek On My Bed…Birdman Sleeps On $1 Million Cash Every Night (Video)

What a year it's been for Birdman. The Cash Money capo has been embroiled in a bitter and bizarre lawsuit with his flagship artist, Lil Wayne, for the better part of 18 months. In January of 2015, Wayne sued Cash Money records for $51 million and since, there have been... Read more

Fat Joe Reveals The NBA Player Whose Wife Biggie Described On “I Got A Story To Tell” (Video)

In late 2014, former New York Knicks star Point Guard John Starks appeared on ESPN's Highly Questionable. There, host Bomani Jones asked the former all-star about long-speculated rumors that The Notorious B.I.G. was dissing him on 1997's "I Got A Story To Tell." The Buckwild, Chucky Thompson, and Puff Daddy-produced... Read more

Big KRIT Discusses Having to Choose Between Eating & Paying His Phone Bill (Video)

Big K.R.I.T. now has 2 major record label album releases and several years of touring under his belt, which has afforded him a life of financial stability. Just 6 years ago, however, his circumstances were radically different. In an interview on ESPN's Highly Questionable, the Meridian, MS MC talked about... Read more

Yelawolf Speaks With Brutal Honesty About His Alcoholism and Why He Will Not Stop Drinking (Video)

Yelawolf was recently a guest on ESPN's Highly Questionable. The show has yielded several noteworthy Hip-Hop-related moments over the last year, including John Starks' revelation that Biggie's "I Got a Story to Tell" was a true story, and ScHoolboy Q discussing his scariest moment as a gang banger. Yelawolf's appearance... Read more

Schoolboy Q Discusses His Scariest Moment as a Gang Banger on Highly Questionable (Video)

Schoolboy Q is a master of juxtaposition. In his music, the Black Hippy heavy often will say the rawest and darkest things in the most serene and detached ways (check "Hoover St" for example). Q exhibited this contrast on ESPN's Highly Questionable where he ranged from tongue in cheek humor... Read more

Jadakiss Says He Knew He Made It When Biggie Co-Signed Him (Video)

Jadakiss recently guested on ESPN's Highly Questionable. The Lox MC spoke about a host of things including DMX's scary driving, partying with the Knicks (but partying harder with their opponents...), and knowing he had made it as an MC when he got the co-sign from The Notorious B.I.G. Check out... Read more