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In Their Own Words: Remembering Captain Roy

Captain Roy Rockoff

April 4, 1952 - August 11, 2025

This page is dedicated to the many friends, family members, and colleagues whose lives were touched by Captain Roy. Here, we share the stories and memories submitted by those who knew him best.

One of my fondest memories of Roy is his exposing me to music from the 1960’s and 1970’s.

On the Gulfstar Trawler at 9-10 knots are trips North and South from Florida to Montauk or to the Bahamas were all day affairs. We always had the music playing on the fly bridge originally from custom made cassettes and subsequently on the Post and Whiticar from my ipod. Even on the Escort in Montauk I enjoyed listening to music washing the boat down.

Roy exposed me to artists like Buffalo Springfield, Richie Havens, Jethro Tull, Eagles, The Band, and Crosby, Stills, Nash and Young and dozens more. I am forever grateful for this becoming my way, until this day, to relax. “Thank you for having given me that gift”, Roy.

– David Lipman

Captain Roy gave me one of my first Jobs. At 14, I was the washdown boy on the Jamdl. Jamdl was a beautiful 48’ Whittaker that captained Roy ran for his boss and dear friend, David Lipman. When I turned 21, Captain Roy hired me to become the full-time mate on the Jamdl. Along with David Lipman, Roy treated me with kindness and generosity that you would describe as family-like.

I never saw or heard Roy say or do a bad thing about anyone or towards anyone. He was always grateful for his opportunity and being a captain, and he had good instincts. He was a professional. But more than anything, he was a gentleman, a great father who loved his two sons and a man who was loyal to his wife. He really set a great example for me, and I am so grateful that I had the honor of working with him and being his friend.

– Wendell Black

Wendell Black, Captain Roy Rockoff

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