James Cunningham Sr. Obituary
We announce the death of James Cunningham Sr. (Callahan, Florida), who passed away on May 31, 2026, at the age of 86. James will be remembered by family members, friends, and others whose lives were connected in meaningful ways. Leave a sympathy message to the family on the memorial page of James Cunningham Sr. to pay them a last tribute.
James will be remembered for the impact he had on the lives of those around him. Friends, family, and colleagues will cherish their memories and the time shared. Those who knew James will remember moments of kindness, warmth, and presence. Though words cannot fully capture his life, the legacy of connections and experiences remains. James’s absence will be deeply felt by those who valued his companionship.
He was predeceased by: his parents, Henry Cunningham and Ruby Cunningham; and his siblings, Tommy Cunningham and June Rountree. He is survived by: his significant other Lillis; his children, Jimmy Cunningham (Dana), Judy Demaggio (Pete) and Janet Quinones (Herbie); and his sister Brenda Dean (Donald). He is also survived by fifteen grandchildren; and 22 great grandchildren.
In lieu of flowers, the family requests donations be made to The Foundation of Community Hospice & Palliative Care in Skip's honor https://thefoundationcares.org.
