Rolling was born in Shreveport, Louisiana. He had a difficult upbringing and the idea that he was an unwanted child was reinforced by his father, James Rolling, from birth. James was a Shreveport police officer who abused him; his mother, Claudia; and later, his brother, Kevin. In one incident, Danny’s mother went to the hospital after claiming her husband tried to make her cut herself with a razorblade. Claudia made repeated attempts to leave her husband but always returned. In one example of the senior Rolling’s cruel sense of discipline, he pinned Danny to the ground, handcuffed him, then had police take Danny away like a criminal because his father was embarrassed by him.  As a teenager and young adult, Danny was arrested several times for robberies in Georgia and caught spying on a cheerleader dressing. As an adult, he had trouble trying to assimilate into society and hold down a steady job. At one point, he worked as a waiter at Pancho’s restaurant in Shreveport, Louisiana. In May 1990, he attempted to kill his father during a family argument in which his father lost an eye and an ear.

In August 1990, Rolling murdered five students (one student from Santa Fe College and four from the University of Florida) during a burglary and robbery spree in Gainesville, Florida. He mutilated his victims’ bodies, decapitating one. He then posed them, sometimes using mirrors, to increase the sense of carnage.  The first attack occurred early August 24, 1990, Rolling broke into the apartment shared by Sonja Larson and Christina Powell. Finding Powell asleep on the downstairs couch, he stood over her briefly but did not wake her up, choosing instead to explore the upstairs bedroom where Larson was sleeping. Deciding he would return to rape Powell afterwards, he then proceeded upstairs and murdered Larson, first taping her mouth shut to stifle her screams and then stabbing her to death. She died while trying to fend him off. Rolling then went back downstairs, taped Powell’s mouth shut and her wrists together behind her back, and threatened her with a knife as he cut her clothes off of her. He then raped her and forced her face-down onto the floor where he stabbed her five times in the back. Rolling posed the bodies in sexually provocative positions and left the apartment.

A day later, on Saturday, August 25, 1990, Rolling broke into the apartment where Christa Hoyt lived by prying open a sliding glass door with a KA-BAR knife and a screwdriver, but she was not home. He waited in the living room for her to return. At 11 a.m. she entered the apartment and Rolling surprised her from behind, placing her in a choke-hold. After she had been subdued, he taped her mouth shut and her wrists together and led her into the bedroom, where he cut the clothes from her body and raped her. As in the Larson murder, he forced her face-down and stabbed her in the back, rupturing her heart. He then decapitated the body and posed the head facing the corpse, adding to the shock of whoever discovered her.  By now the murders had attracted widespread media attention and many students were taking extra precautions, such as changing their daily routines and sleeping together in groups. Because the spree was happening so early in the fall semester, some students withdrew their enrollment or transferred to other schools. Tracy Paules was living with Manny Taboada, her burly 200 lb roommate. On Monday, August 27, 1990, Rolling broke into the apartment by prying open the sliding glass door with the same tools he had used previously. Rolling found Taboada asleep in one of the bedrooms and, after a struggle with the young man, eventually killed him.

Hearing the commotion, Paules went down the hall to Taboada’s bedroom and saw Rolling. She attempted to barricade herself in her bedroom but Rolling broke through the door. Rolling taped her mouth and wrists, cut off her clothing, and raped her before turning her onto her belly and stabbing her three times in the back. Rolling posed Paules’ body but left Taboada’s in the same position in which he had died.  With the exception of Taboada, all of the victims were petite Caucasian brunettes with brown eyes.  Although law enforcement authorities initially had very few leads, police did identify two suspects; one a University of Florida student (Edward Humphrey) who had a history of mental illness and bore numerous scars on his face from a car accident, making him an ideal image when discussing news about the investigation. His photo was shown repeatedly by media outlets.

Later in 1990, Rolling was arrested in Ocala on a burglary charge and, in the course of that investigation, his tools were matched to marks left at the Gainesville murder scenes. The small one-man camp where he was living was in a wooded area located near the apartment complexes frequented by students, including those of the victims. There, investigators discovered recordings Rolling had made of him singing country songs he had composed and audio diaries alluding to the crimes. He was charged with several counts of murder in November 1991.  The two men the police had earlier identified as suspects were released and cleared of implication in the crimes.  Rolling was finally brought to trial by Alachua County State Attorney Len Register nearly four years after the murders. Rolling claimed his motive was to become a “superstar” in much the same way as Ted Bundy. Before testimony began in his trial in 1994, Rolling pled guilty to all charges. Subsequently, State Attorney Rod Smith presented the penalty phase of the prosecution. Rolling was sentenced to the death penalty on each count. During his trial, Court TV conducted an interview with his mother from her home. During the recording, his father could be heard shouting off-camera.  Rolling was diagnosed with antisocial personality disorder, borderline personality disorder, and paraphilia.