Bobby Earl Vaughn, Sr. was born on November 4, 1962 to William and Callie Vaughn in Shelby County, Tennessee. Shortly after his birth, the family moved to Chicago, Illinois where he resided until he transitioned this life on May 31, 2012.

Bobby Sr. graduated from Englewood High School and obtained several trades throughout his life. He held various positions and was notably known as "Bob Bob the Businessman" and "Handy Man". Bobby, Sr. loved exploring what the world had to offer and was never afraid to try new things. He enjoyed spending time with his family and just having a good time. Some of his hobbies included cooking, where he was known as "Chef Eddie" to his non-cooking wife, listening to jazz, and watching movies. Anybody that knew Bobby, knew he loved him some chicken.

Bobby Sr. will always be remembered for his smile and his compassionate heart. He wanted everyone to experience happiness and would always lend a helping hand to anyone that was in need. He shared the joy of giving, especially at Christmas time when he would fill the neighborhood with holiday greetings while singing one of his favorite Christmas songs, "It's the Most Wonderful Time of the Year".

Bobby Sr. met his partner in life Cassandra by a mutual and dear friend, Sonja in February 2000 where the beginning of the most amazing and everlasting relationship began. On June 20, 2008, they were married and were devoted to each other not only as husband and wife; but as best friends. He accepted Christ at an early age and was an active deacon in church at the age of five. The most wonderful experience was witnessed by his wife when Bobby Sr. recommitted his life to Christ. His life will be captured in the many memories shared by his family and friends.

Bobby Sr. had a special bond with the many people that he grew up with in 220. He often shared many stories about his experiences and continued to keep track of these friends. Ricky White, Verdell Butler and Ricky Parks were among the many friends who he often referred to as his "brothers or the Three Amigos."

Bobby Sr. was preceded in death by his father, William Henry and brother, Danny Ray.

He leaves to cherish, his wife Cassandra; mother, Callie; two children: Bobby Jr. (Candice) and Sarina Renea; two stepsons: Charles and Robert (Danielle-Atlanta, GA); brothers: Kelvin (Memphis, TN), Carlton, Leonard and Clarence; sisters: Portia (Memphis, TN), Shirley and Stephanie; mother-in-law, Annie Grace; sister-in-law, Yvette (Gregory); brother-in-law, Gregory and John (Cheryl); grandchildren: Alvin, Alicia, Bobby III and Brendon; step grandchildren: Terrell, Nevaeh, Deshawn and Robin; one special niece, Iesha; along with a host of aunts, uncles, cousins, family and friends.