Dianna Lynn Garrard

Dianna Lynn Garrard, age 58 of Osceola, passed away on Saturday, July 25, 2026. Dianna was born September 26, 1967, to the late Charles Conley and Mary Jo Gillam in Kalamazoo, Michigan. On September 17, 2016, she married Robert Garrard in Arcadia, Florida, and they were looking forward to celebrating their 10th wedding anniversary this Fall.

She is survived by her husband Robert, along with her children Troy Lee Jr and his son Isaac, Justin Bray and his partner, Reggie, and Trevor Bray and his sons Jace and Raylin, as well as her stepchildren Michelle Bendict, David Benedict, and Adam Bendict. Surviving as well are 10 more grandchildren and her siblings; Russ Conley, and Carol Brower. Also surviving is her father in-law and mother-in law, Thadeus and Maria Garrard, her brother-in-law and sister-in law Isaac and Judy Garrard, her sister-in-law, Tammy (Josh) Debattista, her brother-in-law, Todd (Heather) Garrard, her friend Maryann “Momma Mary” West, Angela “Brown Sugar,” and her best friends, Erica Patton and Janet Demske and her longtime friend, Scott Hoagland. She was preceded in death by her brother, John Conley, her sister-in-law, Lori Conley and her brothers-in-law, Danny Garrard and Tommy “Mario” Garrard.

A celebration of her life will be held at a later date. Cruz Family Funeral Home and Cremation Service of Osceola has been entrusted with her care.

Dianna was raised in Michigan and spent several years working at Wings Stadium. She later worked for Toys R’ Us and Friendship Village before beginning a career with Wal-Mart. She was known for her friendly personality and willingness to help others, earning the respect and love of customers, vendors, and co-workers alike. Dianna had a caring heart and was always willing to lend a hand whenever someone needed her.

Dianna enjoyed traveling with Robert, especially to the mountains of Gatlinburg and the Florida communities of Siesta Key and Punta Gorda. She loved spending time outdoors and creating memories with those she cared about most. Dianna was a talented cook and was known for preparing snacks, desserts, and family favorites that brought everyone together. She also enjoyed crafting and often made shadow boxes in memory of loved ones who had passed away, creating keepsakes for friends and family. She also loved spending time with her girls at the OC Café.

Music was another passion in her life. Dianna was a longtime fan of Bob Seger and the Silver Bullet Band and attended many of their concerts over the years, always looking for an opportunity to see them perform when they were in the Michiana area.

Most importantly, Dianna's faith was an important part of her life. She loved the Lord and was a faithful member of New Life Church in Osceola for many years. She will be remembered for her kindness, her generosity, and the love she shared with her family and friends.

To light a virtual candle, share a story of her life, or leave a message of comfort for her family, please follow the links provided on the Guestbook tab above.

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