Timmy Montgomery

Timmy Montgomery obituary, Bonita Springs, FL

Timmy Montgomery

Timmy Montgomery Obituary

Published by Legacy Remembers on Feb. 8, 2025.
Obituary for Senior Chief Petty Officer Timmy Ray Montgomery

Bonita Springs, Florida

It is with profound sadness that we announce the unexpected death of Senior Chief Petty Officer Timmy Ray Montgomery, U.S. Navy (Retired), on February 6, 2025. He was 63 years old at the time of his death, and leaves behind a legacy of honor, service, and dedication.

Born on April 4, 1961 in Noblesville, Indiana, Tim grew up with a strong sense of patriotism and a deep commitment to serving his country. He enlisted in the U.S. Navy in 1980 and dedicated 22 years of his life to military service, rising through the ranks to achieve the esteemed position of Senior Chief Petty Officer. Throughout his distinguished career, Tim served on numerous deployments, earning multiple awards and commendations for his exemplary performance and leadership.

After his retirement from the Navy, Tim continued to serve his community in Atoka, Tennessee, providing security services at NSA MidSouth in Millington, and serving as a volunteer Sheriff's Deputy with Tipton County, Tennessee.

After relocating to Southwest Florida in 2006, Tim took on various professional responsibilities including Director of Security, manager of a transportation system second in size only to that at Disney World, and most recently Operations Manager for Dolphin Transportation Specialists, a luxury transportation service in Naples, Florida.

Beyond his military and professional accomplishments, Tim was a devoted fan of NASCAR, law enforcement shows (especially Live PD and On Patrol Live), country music, and his beloved Michelob Ultra. Last, but perhaps most important, he was the family's self-appointed professional meteorologist with his weather fixation, paying special attention to tornados and hurricanes.

Tim is survived by his wife, Pamela, daughter Ashley (Travis) McCulley, son Timmy (Ashley) Montgomery, and stepdaughter Michelle Johnson. Mother Lou Montgomery, brother Rick Montgomery, and sisters Sheila Jones, Sandy Montgomery (Richard Moulder) and Barbara (Chris) Cox. Grandchildren Raelyn McCulley, Dylan McCulley, Dalton McCulley, Liam Montgomery, Lily Montgomery, Jace Johnson and Savannah Johnson. He is also survived by numerous aunts, uncles, nieces, nephews, and cousins.

He was preceded in death by his father Harold Montgomery, twin brother Jim Montgomery, brother-in-law Charlie Jones, uncle Tim Haskett, grandparents Richard and Laura Haskett, and grandparents Lewis and Hazel Montgomery.

Tim did not want a formal service, and we are honoring his wishes. He was determined to have a Naval burial, and his ashes will be spread by the Navy in the Mediterranean Sea.

Tim will be remembered not only for his service to our country but also for his kindness, humor, and unwavering spirit. He lived a life of purpose and integrity, and he touched the lives of many. He will be deeply missed but never forgotten, and his memory will be loved and cherished.

In lieu of flowers and cards, please consider donating to his favorite charity, Tunnels to Towers, at t2t.org in Tim's memory.

Fair winds and following seas, Chief.

To plant trees in memory, please visit the Sympathy Store.

Sign Timmy Montgomery's Guest Book

Not sure what to say?

February 12, 2025

Bill Bowden posted to the memorial.

February 12, 2025

Lisa Warren posted to the memorial.

February 10, 2025

Bruce Rutkoski posted to the memorial.

5 Entries

Bill Bowden

February 12, 2025

My most sincere condolences to Pam and her family as they face this most difficult time. I had the good fortune to have worked with Tim at Pelican Bay...it took quite a few lunches for him to let me get to know him, but he did!. Tim had a high ethical standard, never talked bad about anyone, and was one of the very few I fully trusted. Tim managed a large and logistically challenging department very well, was respected by many, and contributed in a very large way to our organization. We both moved on to other opportunities a few years ago and I saw him comment on Linkedin from time to time...Go Nascar!
Pam, please know you are in my thoughts and prayers.

Lisa Warren

February 12, 2025

So sad to hear the news of Tim's passing. We worked together for many years, laughed and shared stories together and while he was a "by the book" kind of guy, I believe he was well respected by his co-workers. We all knew of his love of his family, NASCAR, playing golf and he was our very own "Jim Cantori" for hurricane weather and updates. Sending love and prayers to the family.

Bruce Rutkoski

February 10, 2025

Sending my deepest condolences to the Montgomery family. I was hired by Tim as a tram driver for the Pelican Bay Foundation in 2014. He always conducted himself with honesty ,integrity and professional devotion in his duties there. I feel blessed to have known him as a leader and a friend. He will be greatly missed by so many of us in the tram department but his memory will always be with us.

Sandy Montgomery

February 9, 2025

To my wonderful amazing brother Tim. I love you now and forever!! I was so blessed I was your sister!! Spread your wings and fly high!! I will miss you forever and ever!! This picture was the best family vacation!!!

Carmen Jones

February 8, 2025

Tim was absolutely one of the best people I know. One of my fondest memory is when Pam & Tim said their vows on the
Beach is Florida! Two people, surrounded by love and touched by God. Look at the picture, how does a ray of sunshine touch both their hearts when the sun is behind you! Just a Blessing from above RIP Tim

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Sign Timmy Montgomery's Guest Book

Not sure what to say?

February 12, 2025

Bill Bowden posted to the memorial.

February 12, 2025

Lisa Warren posted to the memorial.

February 10, 2025

Bruce Rutkoski posted to the memorial.