Charles “Charlie” Woodrow Gregory
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Charles Woodrow Gregory, 55, of Blue Springs, Missouri, passed away on October 3, 2026, while playing golf, an activity he loved. Friends were by his side in his last moments. A Celebration of Life will be held at Heartland Cremation and Burial Society, 802 NW Vesper Street, Blue Springs, MO 64015, on Saturday, November 14, 2026, from 12-2pm. In lieu of flowers, the family requests that memorial donations be made to Petworks Veterinary Hospital, 9232 Metcalf Ave., Overland Park, Kansas 66212 in memory of Charles Gregory.
Charles, known to many as Charlie, was born on February 2, 1971, in Kansas City, Missouri. The youngest of three children, he grew up in Lenexa, Kansas, and graduated from De Soto High School. He continued his education at different technical schools as well as Maple Woods Community College. Charlie spent most of his life in the Kansas City and Blue Springs areas. The last ten years of Charlie’s career were spent at Fike Corporation, where he worked as a Quality Assurance Inspector. He valued not only the work he did but also the many friendships he developed there, and he cherished the camaraderie and connections he shared with his colleagues.
Charlie embraced life with enthusiasm and curiosity. He enjoyed astronomy, bowling, photography, fishing, and playing guitar. An avid animal lover and outdoor enthusiast, he loved hiking in Sedona, Arizona, and throughout Colorado, where he successfully summited several fourteeners. He also enjoyed traveling across the United States, exploring new places and creating lasting memories. Charlie was a devoted fan of the Kansas City Chiefs and Royals.
Charlie is survived by his sister, Angela Wilkey; his brother-in-law, Ken Wilkey; his nephew, Eric Wilkey; stepdaughters, Emilia and Antonia and numerous aunts, uncles, cousins, and extended family members. He was preceded in death by his father, Robert Gregory, and his brother, Robert Gregory II.
This is so sad. Charlie was a wonderful young man taken way too soon. He will be missed by so many. Angie I am sorry that you have to go through this. Sending you love and hugs. āDonāt cry because heās gone smile because he was hereā
Cherish your memories
Love, Jackie
As someone who was with Charlie in his final moments, I will always carry with me the joy he exudes for the whole world to see. Our final round together will always be memorable.
Charlie has been a friend for over 20 years. Honeslty more like a brother than a friend. He has spent many of days and nights with us. We have gone to tons of concerts, ball games, bowling trips and parties in those years. He also used his mechanical knowledge to help us at our house and when I needed help at my elderly mom’s house he always made time. He never took money, only hugs and thanks for payment. His loss has left a huge hole in our hearts and lives. Sending his family whom we know he loved deeply all the thoughts and prayers as you navigate this life without him.
My deepest condolences to your family. I feel truly blessed to have shared that time with him doing something we both enjoyed. Iāll always cherish the memories we made out on the golf course, and Iām grateful I had the opportunity to spend that time with him. My thoughts and prayers are with you all during this difficult time. He will be deeply missed.
Charlie was a good friend to me. We bowled together on our Springfield team. We bowled at Sterling Bowl. Charlie went on float trips with me. Those was good times. Springfield and Saturday nights will not be same. You will be Missed
Charlie and I met at Sterling bowl 6 yrs ago or so. He was our team captain and he became a dear friend over the yrs. He tolerated my sports talk of the Tigers, Chiefs, and Royals. We discussed stars and pets and music and travel. I will miss having my friend. Truly a kind soul and glad to have had the time with him I did. Prayers for all that love him.