Annie Mae Rolle Cunningham was born to the late Anna Minnis and Ishmael Cash Rolle on July 29, 1932, in Miami, Florida. She began her formal education in Miami Dade County public schools and later completed her studies at Lindsey Hopkins Technical and obtained a certificate as a Nurse Aide. 

On August 12, 1950, Annie married the love of her life, Herbert Cunningham. They were married for 48 years and were blessed with nine children. Throughout their 48 years of matrimony, Annie exemplified unwavering devotion to her husband and displayed profound love and care as a mother to their children. Her thoughtful nature, insightful wisdom, and lighthearted humor brought joy to those around her. She was a member of Jesus People Ministries, serving with dedication as a Prayer Counselor. Annie was a God­fearing woman and a devoted servant of the Lord, dedicating her life to faith and service. She actively participated in a prayer group, engaging with the community to offer spiritual support and prayer for needy individuals. 

Annie Mae Rolle Cunningham was preceded in death by her husband, and three siblings, Irvin Rolle, Milton Rolle, and Ishmael Cash Rolle, Jr. She leaves behind cherished memories and love to her children, Herbert Jr. (Dorothy), Valerie C. Grace, Derwin (Charlene), Michael, Errol (Shirley), Drusilla (Anthony) Delevoe, Phyllis (Eric) Sears, Enoch (Pam), and Leanay (Napoleon) Williams; sister, Pelat Aaron; and a host of grandchildren, great-grandchildren, great-great-grandchildren, nieces, nephews, friends, and her special nurse, Saintilia Lafrance (Tia).