In March 2011 Sorrentino appeared on the Comedy Central Roast of Donald Trump .  His performance became a point of mocking that the other roasters, like Jeff Ross , capitalized on. In August of that year, Sorrentino was offered a "substantial" sum of money by fashion retailer Abercrombie & Fitch not to wear the company's clothes. A spokesman for the company explained that "Mr Sorrentino's association with our brand could cause significant damage to our image."   In November 2011, Sorrentino filed a lawsuit against A&F after they made shirts that read "The Fitchuation" and "GTL...You Know The Deal." 
Sorrentino’s most recent descent into drug addiction began in 2014. After a 60-day stint in rehab in 2012, he’d been sober for nearly two years when he was hit with charges that he tried to cheat the government out of taxes owed on more than $8 million in income. Famous for coining the phrase “GTL (Gym, Tan, Laundry),” Sorrentino had been using workouts as one means of coping with the stress in his life, but in June 2015 he sustained cracked ribs at the gym. His doctor prescribed painkillers (his “drug of choice” over alcohol), triggering his addiction to resurface.