Tammy Eunice Picciolo Obituary: A Life of Strength, Love, and Family in Sheboygan, Wisconsin
Tammy Eunice Picciolo, age 65, of Sheboygan, Wisconsin, passed away peacefully on Friday, May 15, 2026, at Sharon S. Richardson Community Hospice in Sheboygan Falls, surrounded by love.
She will be remembered as a strong, outspoken, funny, and deeply loving woman whose presence left a lasting impact on her family, friends, and everyone who knew her.
Early Life
Tammy was born on July 6, 1960, at St. Michael Hospital in Milwaukee, Wisconsin, to Frank and Jeannie (Taylor) Picciolo.
She began life small but strong, weighing just 5 pounds, 1 ounce, and measuring 16 inches long. From the very beginning, she carried a fighter’s spirit.
She later graduated from John Marshall High School.
Personality and Character
Tammy was known for her bold personality, humor, and honesty.
She was:
caring
strong-willed
funny and sassy
unapologetically outspoken
She never hesitated to speak her mind, and those who knew her understood that her honesty always came from a place of love.
Career and Work Life
Tammy worked for many years as a waitress, most notably at Terry’s Diner in Sheboygan.
She was loved by customers and coworkers for her quick wit, welcoming nature, and ability to make people feel at home.
She also dedicated much of her life to caring for elderly individuals and people with disabilities, showing patience, compassion, and a deeply generous heart.
Her work reflected her natural instinct to care for others.
Interests, Joys, and Personality
Tammy found joy in life’s simple but meaningful moments.
She loved:
music and singing along to her favorite songs
her dogs and animals
competitive cribbage (where she proudly believed no one could beat her)
cookouts and family gatherings
roses, which held special meaning in her life
wolves and their symbolism of strength
Coca-Cola, which she enjoyed even in her final days
Her favorite movie was Gone with the Wind, and she also loved Puff the Magic Dragon, which reminded her of childhood memories.
She requested “Landslide” by Stevie Nicks and “What a Wonderful World” by Louis Armstrong to be played in her honor.
Strength and Health Journey
Tammy faced serious health challenges for many years with incredible courage.
Nearly 18 years ago, she was diagnosed with lung and brain cancer, which she fought and overcame.
Even after that, she continued facing additional health struggles with determination, resilience, and faith.
Those who knew her often described her as a miracle because of her strength and will to keep fighting.
Family and Loved Ones
Tammy is survived by her children:
Brittany (Carlos) Williams, Bernardino Jr. Castillo (Monique), Daniel Castillo, Zachary Castillo, Tina Castillo, Gina Castillo, and Gabriel Picciolo.
She was a proud grandmother to:
Demiah Picciolo, Carlisia Williams, Kaprese Williams, Aurelia Castillo, Bernardino III Castillo, Wilhelmina Castillo, Draygon Castillo, Zaria Castillo, Frankie Bell, Miles Picciolo, and Charlize Kuznacic.
She is also survived by her stepmother and lifelong friend Shiela Neuzerling, former spouse Bernardino Sr. Castillo, nieces, nephews, goddaughter Liz Pena, extended family, and many close friends.
She was preceded in death by her parents and siblings Kathleen Stadler, Jeanne Picciolo, Jodi Picciolo, Michael Picciolo, and Angelo Picciolo.
Legacy
Tammy will be remembered most for her strength, humor, and fierce love for her family.
She lived life on her own terms—strong, honest, and full of heart.
Her legacy continues through her children, grandchildren, and the countless people whose lives she touched with her personality and care.
Service and Appreciation
A celebration of Tammy’s life will be held at a later date.
The family expresses heartfelt gratitude to Dr. Bettag, Sheboygan Cancer & Blood Specialists, Tina Ziemer, and the staff at Sharon S. Richardson Community Hospice for their compassionate care.
