In 2006, Keith married. In March 2008, he opened the Law Office of Keith R. Miles, LLC originally focused on tax work. At
the end of 2008, his first wife was diagnosed with pancreatic cancer. During her illness, he personally prepared her estate plan for her four sons (one with Keith)—crafting trusts that not only protected their future but also included a special needs trust for a son with autism. When she passed away in June 2009, Keith experienced firsthand the challenges families face when illness, caregiving, and planning for loved ones collide.