Roger Wynn Lester, age 60, passed away peacefully on Thursday, December 4, 2025, at the home of his sister and brother-in-law. Born in Racine, Wisconsin, on September 10, 1965, Roger was the beloved son of the late Eddie Lee Lester and Frances Lee (née Vance) Lester. Growing up Roger mild manner child but would hang out with his brothers and friends at Stephen Bull school and play football he to some (Roger the Dodger Staubach or Danny White from the Dallas Cowboys that was one his favorite football teams) He graduated from Washington Park High School in 1983 before faithfully serving his country for over 20 years in the United States Air Force starting with basic training at Lackland AFB in Lackland Tx and then having assignments in Italy, the Philippines, South Carolina, Arizona, Iraq, and at the Pentagon.

After retiring from the military, Roger sought warmer weather and made his home in Fort Walton Beach, Florida, where he continued working with Hertz Rental Cars. In October 2025, Roger was diagnosed with advanced-stage colon cancer and returned to Racine to spend his final days surrounded by family.

Roger enjoyed relaxing by keeping up with current events, often watching CNN and various financial news programs and sports like football and some basketball. Before leaving for military service, he was a member of Second Missionary Baptist Church under the leadership of Rev. Mack C. Davis.

Roger is survived by his brother, Wendell Vance; his sister, Carolina (Reginald) McClain; and his nieces and nephews—DeAndre Lester, Tamaria Reed, Eric Gates, Dominique Livingston, and Breanne Lester—along with great-nieces and nephews, other relatives, and friends. In addition to his parents, he was preceded in death by his brother, Donald Lester.

A Homegoing Service will be held on Monday, December 15, 2025, at 11:00 a.m. at the Draeger-Langendorf Funeral Home, with Rev. Johnny Ford and Rev. Taurus Pinson officiating. Interment will follow at Southern Wisconsin Veterans Memorial Cemetery. A viewing will take place at the funeral home on Monday from 9:30 to 11:00 a.m.