Robert Leroy Whipple

Robert Leroy Whipple, of the Villages, Florida, passed away peacefully on Sunday, February 15th, 2026, surrounded by the love of his family. Born on June 2nd, 1943, in Chicago, Illinois. Robert was the son of the late Melvin and Ruby Whipple. He was a devoted husband of 58 years, a loving father, father-in-law, Papa and friend whose kindness, steady presence, and generous heart will be deeply missed.

Robert was the beloved husband of Vicki Whipple (nee Sharpe) and the proud, loving father of Heather (Michael) Reimer of Franklin, TN. Nothing brought him more joy than being “Papa” to his cherished grandchildren, Chase and Nicole Reimer. He delighted in every moment spent with them and took tremendous pride in their accomplishments.

He was preceded in death by his siblings Mavis (Ian) Hamilton, Lorraine (Henry) Von Spreckelsen, and Melvin Jr. (Jan) Whipple. Robert was a wonderful uncle to his nieces and nephews including Lori (Bruce) Meighan, Julie Von Spreckelsen, David (Anna) Von Spreckelsen, Linda (John) Goad, the late Tracy Foster, and the late Kenneth Hamilton. He also cherished his role as great-uncle to many nieces and nephews, loving each of them dearly.

A graduate of Hirsch High School in Chicago, Robert began his collegiate studies at the University of Illinois-Navy Pier before continuing at the University of Illinois at Champaign-Urbana, where he became a member of the Sigma Iota Epsilon Honorary Management Fraternity. He graduated with Honors in 1964 with a Bachelor of Science in Economics. Awarded a full scholarship, he continued his education as a Graduate Assistant in the University Transportation program, joining the Delta Nu Alpha Transportation Fraternity and the Honor Society of Phi Kappa Phi. Robert earned his Master of Business Administration, graduating Cum Laude from American University in 1966.

Robert proudly served in the United States Army Reserves from 1964 to 1972 and often spoke fondly on his time spent and friendships forged during these years. His professional life reflected his strong work ethic and broad expertise. Over the years, he served as a Systems Manager at Kraft Foods, Principal of Information Systems at Arthur Young, and Vice President of Information Systems at Ball Seed. He later became a McDonald’s franchise owner in Chicago and served as President and General Manager of Vicki Whipple Partners, where he also held an Illinois Realtor License.

Beyond his professional achievements, Robert found joy in golf, tennis, and traveling the world with Vicki, the love of his life. He adored their schnauzers, especially Griswold (“Grizzy”), and the companionship they brought to his life. For more than 40 years, he was an active member of St. Luke Church in Downers Grove, Illinois, where he served as Chairman of the Deacons, sang in the choir, and participated in multiple pastoral selection committees. He also volunteered as a Starter and Referee for the Central Swimming Association of Illinois. Robert lovingly cared for his father-in-law, Kenneth (Virginia) Sharpe, for several years – an example of the profound generosity and devotion that defined his life.

Above all, Robert’s love for his family and friends guided everything he did. He leaves behind a legacy of loyalty, integrity, service, and boundless affection.

Family and friends are invited to a Celebration of Life at New Covenant United Methodist Church, 3470 Woodridge Drive, The Villages, FL 32162

Saturday April 11th at 10:00am – 12:00pm with the service beginning at 10:45am.

In lieu of flowers, memorials may be made in Robert’s name to Cornerstone Foundation – The Villages Hospice House or New Covenant UMC – Night to Shine.