Fairport – Robert E. “Bob” Shepard
May 23, 1944 – January 31, 2026
Robert E. (Bob) Shepard passed away peacefully on January 31, 2026, surrounded by his family. He is survived by his devoted wife of 62 years, Doris; his children Robert (Dawn), William (Ruth), and Randy; grandchildren Lisa, Madi, Nick, Ashley, Samantha, Brandon, and Katrina; great‑grandchildren Tyler and Bryan; and many nieces, nephews, and extended family.
Whether you knew him as Dad, G Pops, Uncle Bob, just Bob, or simply met him by chance in a store, people always said the same thing—he was one of the kindest souls they had ever met. And if Bob teased you, you knew you were loved; that was his signature way of showing it.
Bob enjoyed many interests throughout his life, from men’s bowling leagues to his lifelong passion for watching hockey. He was always tinkering around the house—so much so that when it was time to leave, the family’s familiar question was, “Where’s Bob?” When he found a hobby, he embraced it wholeheartedly. Whether it was photography, candle‑making, or building his model train collection, he dove in with enthusiasm every time.
In retirement, Bob and his bride cherished traveling, playing cards with friends, and trying their luck at penny slots in casinos. Above all, Bob adored his children, grandchildren, and great‑grandchildren. He was their biggest supporter and could always be found cheering them on in whatever they pursued.
Bob began his transportation career as a driver for Regional Transit Service, later becoming a supervisor and eventually Director of Operations. In the early 1980s, he left RTS to help establish the transportation system in Riyadh, Saudi Arabia. Upon returning home, he served as Director of Transportation for Fairport Central Schools, where he dedicated 18 years until his retirement in 2002.
Calling Hours will be held on Sunday, February 8, from 4:00–6:30 PM at Richard H. Keenan Funeral Home, 7501 Pittsford Palmyra Road, Fairport, NY.
Funeral services will take place on Monday, February 9, 2026 11AM at White Haven Cemetery All Seasons Chapel, 210 Marsh Road, Pittsford, NY, followed by interment.
In lieu of flowers, donations may be made in his name to Perinton Volunteer Ambulance Corps, 1400 Turk Hill Road, Fairport, NY 14450.
26 responses to “Shepard, Robert ” Bob” E.”
Dear Doris, Bob, Billy, Randy and families,
I’m so sorry to hear about Bob’s passing.
He was always so kind and sincere with his big old smile.
Doris you both had so many wonderful years together and so much to cherish, embrace your fantastic memories. 😘❤️
Love, Judy Keysa
Gonna miss you Bob. Condolences to the family.He always waved to me while driving a bus down S. Goodman St. Later in life, we would go to each others house to play cards. Good times
Bob was an incredible person and we loved him. The greatest smile ever! He always made you feel special. He had a first class ticket to heaven.
I was a single 23 year old, recent college grad when I hit the jackpot and moved in across the street from Bob and Doris. For 10 years you were both an integral part of our lives (which consisted of a marriage and 3 kids by the time we moved). Bob was always willing to help and treated us like family. He will be remembered as one of the greats and how lucky you all were to have him. Thinking of you all.
Heather Warne-Hopkins
My Husband and I met Doris and Bobby years ago in Myrtle Beach. As soon as we met…there was a connection that has lasted forever. Such a wonderful couple & dear Bobby was always smiling & laughing!!
My Dear Husband is in Heaven now for 10 years. He & dear Bobby will be together and wait for Doris & I. Then we can all connect again. God Bless everyone. You’re all in my heart. 🩷
Bob was a great friend and part time neighbor. I will never forget the times we had around the weekly bon fires at the lake. Keep the fire going up there Bob. Till we meet again.
I am so sorry for your loss. Bob Shepherd was a wonderful man. He will be missed.
Very sorry for your loss. He was a great man. I worked with him for many years at Fairport transportation.
I had the pleasure of knowing Bob less than a year but loved him like my father , such a wonderful person . He will be greatly missed. Donna McPherson
Bob, Doris, Bobby, Randy and Bill have been great friends for many, years. The boys learned well from their loving parents, and paid that love forward with family and friends.
Bowling buddies for decades, and neither of us was a great bowler, we sure had a lot fun together!
Thank you for the many joys you all have shared with our family through the years!
Best wishes and prayers will continue for as long as I am on this earth.
Dear Doris, Bob, Billy Randy and families. It was 45 years ago when I met the Shepherd Family at Jefferson High School.We have been friends for all of these years. I treasure the memories I have of school times ,family times and good times spent with you all. May you all be blessed with the memories you have of Bob. God bless you all. Dorothy R. Pecoraro
Dear Doris and family,
I was so sorry to read of Bob’s passing. He was a wonderful man. My thoughts and prayers are with you all at this difficult time.
Bob was one of the nicest guys we ever had the pleasure of knowing. He was a true gentleman in every sense of the word. He was an accomplished euchre player and somehow always knew whose deal it was.He will be missed. Our sympathy to Doris and his family.
I am so sorry for your loss Doris. Cherish your memories. I enjoyed playing euchre with you and Bob.
Dear Doris and family,
Lucy and I will miss the smile, the humor and most of all the warmth that he radiated to all that came in contact with him. Our sympathy and prayers – truly a gentleman
Bob was a kind hearted jovial sole. I enjoyed working with him at Fairport.
My sympathy to all of you.
Doris, so very sad to leave about Bob’s passing. We are thinking of you and praying you find peace in the wonderful memories you shared.
Julie (Rheumatology)
So sorry to hear of Bob’s passing! He was a pleasure to be around, always smiling! He was the best ‘boss’ I ever had while driving school bus for many years!! Michael enjoyed the times with him in the Retired Men’s Club at PCC! He will truly be missed!!!
Dear Shephard Family,
I knew Bob when he was Transportion Director in Fairport. Bob was very
kind and a pleasure to know. I am sorry for your loss.
To the Shepard Family,
We are so sorry to hear about Bob’s passing. We were so blessed to have met him, and laughed with him. You are in our thoughts and prayers.
Bob was a good man who took his responsibilities seriously…while we worked together at Fairport schools I learned quickly Bob was a great team member with ethics and true leadership skills. RIP my friend.
A great friend and neighbor for many years – always had a smile
What a nice man. You will be missed for sure. Be strong Doris
Very sorry for your loss, Judy and I send our deepest condolences. We were going to come to the wake, but with the temps and roads, we decided against it.
From what I’ve read here he was kind soul, that will be missed.
Dear Doris, Bob, Billy, Randy and families,
I’m deeply sorry for your loss. Bob was a truly incredible man warm, witty, and always making everyone feel welcome and important. His great sense of humor brightened our family gatherings, and he will be greatly missed, just as I know he is by all of you.
Condolences from our families to yours. Sad to say we both lose 2 great close family friends that met in 1964, within 2 weeks of each other. God bless.