On December 16, 1985, Castellano was killed on orders from John J. Gotti, who became the family boss. With Frank DeCicco now becoming underboss, DiLeonardo had Lilo Garafola as his capo. Soon after, DiLeonardo was reporting to Gotti's
Ravenite Social Club in
Little Italy, Manhattan three to four times per week. After John A Gotti rose to power, DiLeonardo was with capo
Jackie D'Amico after Lilo Garafalo died. In April 1986, DiLeonardo was at the Veterans and Friend Club then run by Frank DeCicco on the day Frank was killed by a car bomb. Gravano, Garafalo, and Joe DeCicco went over to try and pull Frank out of the car and help Frank Bellino who survived the blast. On December 24, 1988, DiLeonardo and Junior Gotti were inducted into the Gambino family in a Manhattan ceremony conducted by Gravano, now
consigliere. In 1989, DiLeonardo helped arrange the murder of publisher and sanitation business owner Fred Weiss. Boss John J. Gotti had ordered Weiss' death because he believed Weiss was planning to testify against Gambino soldier
Angelo Paccione and Jimmy Brown Failla. Gunmen from the
DeCavalcante crime family in
New Jersey shot and killed Weiss outside his apartment building in
Staten Island, New York. During the mid-1990s, DiLeonardo supervised
loan sharking and other illegal activities from the Royal Crown Bakery in
Grasmere, Staten Island. DiLeonardo owned several tattoo parlors in Brooklyn, Queens and Staten Island. In addition, DiLeonardo claimed Staten Island mobster turned
Miami club owner
Chris Paciello as a Gambino mob associate. However, Colombo crime family capo
"Wild Bill" Cutolo claimed Paciello as a Colombo associate. In 1996, DiLeonardo met with Colombo acting boss
Alphonse "Allie Boy" Persico to settle the dispute. As a result, Paciello was allowed to choose which family to be associated with, and he chose the Colombos. ==DiLeonardo's rise and fall==