Sheila Elizabeth Pittman

Sheila E. Pittman, age 74, of Naples, FL, passed away peacefully at her residence on May 26, 2025. Born on March 18, 1951, in Fall River, Massachusetts, Sheila was the beloved daughter of the late William and Frances (née O’Leary) Kennedy. She grew up in Acushnet, MA, and was a proud graduate of Holy Family High School. She later pursued studies at Bristol Community College in Fall River. Sheila dedicated 20 years of her professional life to Essex Investment Management Company in Boston, where she served as office manager with diligence and grace. She retired on January 23, 2003, looking forward to embracing her next chapter in sunny Florida, a state she had cherished since first becoming a winter resident in 1987, before settling permanently in Naples in 2003. A woman of deep faith and generous spirit, Sheila volunteered her time at St. John the Evangelist Catholic Church, St. Leo the Great Catholic Church, and St. William Catholic Church. She was also an active member of several local knitting groups, sharing her love of the craft with friends and community members. In addition to knitting, she found joy in swimming and playing the piano. Sheila is survived by her devoted husband of 37 years, Robert M. Pittman, of Naples, whom she married on October 30, 1987. She also leaves behind her brother, Dennis Kennedy (Mary Kate) of Turners Falls, MA, and her four sisters: Kathleen Hohl (Thomas) of Easton, MA; Jane Small (Daniel) of Columbia, MD; Mary Treen (David) of Leominster, MA; and Patricia McKnight (Joseph) of Acushnet, MA. Her presence will be missed deeply by her family and all who knew her. A Memorial Mass to celebrate Sheila’s life will be held at 10:30 AM on Monday, June 2, 2025, at St. John the Evangelist Catholic Church, 625 111th Ave. N., Naples, FL 34108. For those unable to attend in person the Mass will be livestreamed at https://sjecc.org/mass-livestream/ Burial will follow in St. John’s Memorial Gardens. In lieu of flowers, memorial donations may be made to Avow Hospice, 1095 Whippoorwill Lane, Naples, FL 34105, or online at avowcares.org. To sign the guest register or leave online condolences, please visit www.ShikanyFuneralHome.com. Arrangements by Shikany’s Bonita Funeral Home – Family Owned and Operated Since 1978.

Sheila Elizabeth Pittman

March 18, 1951 - May 26, 2025