FEBRUARY 17 • 2022 | 61

E

lroy Robert Woolf, D.D.S., 
of Jacksonville, Fla., passed 
away quietly in his sleep 
with his family at his side 
on Feb. 7, 2022.
 He was born July 26, 
1936, in Passaic, N.J., 
the son of Sammy and 
Ann Woolf. His was a 
large and loving fam-
ily of first-generation 
Americans mainly from 
Detroit. He spent sum-
mers in his youth with 
cousins at Woodhull Lake 
and at a Catskills resort 
owned by his family. 
Roy’s mother was a gym-
nast/acrobat; his father was a 
much-cherished local Detroit 
entertainer. Roy doted on his sis-
ters, Margo and Bunny, and they 
remained close to him through-
out their lives.
He met his wife, Jackie, when 
she was 15 and he was 17; and 
they became engaged to marry at 
her high school prom. Roy’s love 
of Jackie was legendary — they 
were “joined at the hip.
” Jackie’s 
artistic talents complemented 
her husband’s mechanical skills. 
Together, they shared their love 
of family, friends, their dogs, din-
ing, the arts and boating. With 
Jackie’s fashion sense, Roy was 
always sharply dressed. 
A practical joker in high school 
who did not fully apply himself 
academically, Roy excelled in 
team sports and bodybuilding. 
He became a more serious stu-
dent in college and then entered 
the University of Detroit Dental 
School.
He served in the Michigan 
National Guard reserve as a 
medic for seven years. A “dentist’s 
dentist,
” Roy was a perfectionist 
whose work was deeply appreci-
ated by his many patients. After 
27 years of dentistry, Roy stepped 
away from his medical career to 
help operate his son Scott’s con-

struction company. 
Roy was an early member 
and served as president of the 
Birmingham 
Temple, where 
Humanistic 
Judaism was 
founded. In his 
early years, he 
loved boating on 
Cass Lake then, 
later, on Lake 
Charlevoix and 
Lake Michigan and 
finally on the Gulf 
Coast of Florida.
He was an early 
adopter of technology. His family 
had the first TV on the block and 
Roy owned the first digital watch 
and the first Mac computer. In 
his later years, Roy was highly 
active on social media. He also 
was an engaged, hands-on father 
to his three sons before being a 
hands-on father was the norm, 
tossing them through the air in 
swimming pools, attending their 
sports events, teaching them to 
drive when they were in their 
early teens and attending musical 
events of his son, composer and 
pianist Randy, and his daughter-
in-law, pianist Kathy Supové. 
A natural teacher, Roy also 
provided valued wisdom and 
advice to his grandchildren 
and many nieces and nephews. 
“Uncle Roy” was the go-to per-
son when they were afraid to tell 
their parents about something 
gone awry.
Retiring at 62 to Florida left 
Roy time for boating and con-
necting with his five grandchil-
dren, teaching them to ride bikes, 
to swim, to drive cars and pilot 
boats. His son Tod and daughter-
in-law Laura, along with their 
children, Hannah, Jake and Max, 
and son Randy and his wife 
Kathy traveled from Boston or 
N.Y. to Florida in the winters and 
to Charlevoix in the summers to 

visit Jackie and Roy, who were 
also very active in helping to 
raise the grandchildren, Emily 
and Sam, who lived in Florida. 
They spent three months living 
in hotels with Sam, serving as 
chaperones during Sam’s journey 
with the American Idol Top Five. 
Roy relished the doting grandfa-
ther role for the cameras to boost 
online votes for Sam. 
Roy fought hard to maintain 
his health for years longer than 
doctors expected and enjoyed 
many good times with his friends 
and family in his last years. 
Roy had an infectious zest 
for life and lived the American 
Dream. He was a constant source 
of guidance and enthusiasm to 
help his children, grandchildren 
and nieces and nephews find 
their paths in life. Dr. Woolf 
was the beloved husband to 
his wife of 63 years, Jacqueline 
(“Jackie”) Woolf; son-in-law of 
the late Joe and Goldie Miller; 
beloved brother of Margo Cohen 
Feinberg and the late Bunny 
Nickamin; beloved brother-in-
law of Bob Feinberg, the late 
Maurice Cohen, the late Alan 
Nickamin, Bernice Miller and 
the late Melvin Miller; beloved 
father of Randy, Scott and Tod 
Woolf; father-in-law of Kathleen 
Supové, Mary Lamar and Laura 
Woolf; cherished “Papa Roy” to 
Emily, Sam, Hannah, Jake and 
Max Woolf; beloved uncle to 
Leslie Cohen, Eaden and Deva 
Shantay, Jeffry Jay Cohen, Andy 
and the late Leah Mondry, Susan 

and Todd Richheimer, Melissa 
and Chris Spence, David and 
Angie Nickamin, Aaron and 
Weina Nickamin, Adam and 
Anne Nickamin, Debbie and Jon 
Kurtzman, Kim and Stuart Rich, 
Pamela Miller and her husband 
Brad Osterweil; granduncle 
to all 23 children of his nieces 
and nephews; beloved cousin 
to more than 50 others from 
the extended Woolf and Miller 
clans; beloved life-long friend of 
Sherry Wittenberg, Barbara and 
the late Marty Kopitz, Florence 
and the late Sidney Cohen, Sonny 
and Marcia Moss, Norman and 
the late Barbara Olson, Gayle 
Jaffe, Gail Young and the late 
Sam Young; honorary “Uncle 
Roy” to all of their children; 
beloved friend of Anita and the 
late Harvey Zalesin, Rhoda and 
the late Jordan Raider, Dave and 
Anita Lieberman, Saul and Laura 
Fineman, Bob Lischetti, Herb 
and Sherry Green, Paul Cutcliffe, 
Del Couch, Martha and Alan 
Deverone, Sandra Cutcliffe and 
her partner, Sally Lehto; and his 
many friends from Brookdale 
Southside in Jacksonville; his 
home care aids, Kyle and Justin. 
A Zoom-accessible memorial 
service will be held at a time to 
be announced and an in-person 
celebration of his life will be 
held in Charlevoix this summer. 
Contributions are recommend-
ed for the Michigan Dental 
Association Foundation (Ways to 
Give - MDA Foundation (michi-
gandental.org). 

A Zest for Life

MONUMENT CENTER
INC.

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248-542-8266
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www.MonumentCenterMichigan.com

“Same Location Over 80 Y
ears”
 
“Same Location Over 80 Y
ears”
 
Monument Center Inc.

Elroy Woolf

