An Extraordinary Journey of Coincidence, Family,
Horse Racing, Hollywood and Destiny
The Personal Journal of Film Producer Jay Shapiro
Some people believe in coincidence. Others believe in
destiny. I've come to believe that certain events in
life occur with such remarkable timing, and with so
many seemingly unrelated people and circumstances
coming together, that coincidence alone no longer
seems like an adequate explanation.
On June 12, 2025, I made a discovery that changed
the direction of my life. What began as a simple
genealogical investigation eventually led me into the
extraordinary world of New York horse racing, Park
Avenue society, organized crime, 1970s Manhattan
nightlife and, ultimately, the development of a major
motion picture titled Buddy from Brooklyn.
Along the way, I've encountered an almost unbelievable
succession of people, places, historical connections and
unexpected reunions. Many of these experiences would
sound contrived if they appeared in a screenplay.
Nevertheless, they happened.
This page is my personal journal of those encounters.
Some are important developments in the movie's
production. Others are peculiar little adventures that
might mean nothing to anyone else. Together, they
illustrate how one man's family history became the
foundation of a much larger story.
I call it Kismet.
2026: The Story Continues
October 2026 — A New Chapter
Introducing PLAYHORSE Magazine: From Horse Racing to Hollywood
One of the most interesting developments in this
entire journey has been my return to publishing,
especially in an area that now seems almost
predestined.
In October 2026, I am now publishing
PLAYHORSE Magazine,
a luxury lifestyle publication celebrating horse
racing, fine automobiles, yachts, cigars, gaming,
art, entertainment and the colorful personalities
who inhabit these worlds.
The magazine's tagline is
"Luxury Lifestyle in the Fast Lane."
It is a fitting description of many of the people
and places I have encountered while researching
Buddy Jacobson's remarkable life.
In some ways, PLAYHORSE is a natural extension of
the motion picture. Buddy's world was one of
thoroughbred horses, racetracks, glamorous women,
powerful businessmen, high-stakes gamblers,
Manhattan nightclubs and people who lived life
with an extraordinary appetite for adventure.
Those same subjects are at the heart of the
magazine's editorial personality.
I've been publishing magazines for years, but
until the events of 2025, I had never imagined
that horse racing would become such an important
part of my professional life. Now I find myself
involved in the development of a horse-racing
motion picture while simultaneously publishing
a magazine that celebrates the sport and its
surrounding lifestyle.
PLAYHORSE is published by Luxury Chamber Media
Group and is being developed as a digital-first
publication, with select print editions and
special opportunities for founding advertisers.
Its coverage extends beyond the racetrack into
exotic cars, offshore powerboats, fine dining,
nightlife, culture and the world of entertainment.
Naturally, readers can also expect continuing
coverage of Buddy from Brooklyn, including
its historical background, the personalities
involved, and the fascinating racing culture
that helped inspire the film.
Perhaps the most satisfying aspect of this latest
development is the opportunity to tell the stories
of the people behind horse racing: the trainers,
owners, jockeys, backstretch workers and remarkable
women whose contributions have too often gone
unrecognized.
Another coincidence? Perhaps. But considering
everything that has happened since June 2025,
the arrival of PLAYHORSE feels like another
perfectly timed chapter in the same unfolding
adventure.
By the end of June 2026, I was approaching the
completion of one of the largest technology and
publishing projects I've ever undertaken.
For more than fifteen years, my magazines and
websites had been hosted by the same legacy
company. Over time, that relationship had grown
to encompass approximately 5,000 web pages
spread across fifteen websites.
Moving that amount of material to a new platform
would have been nearly impossible a decade ago.
Even five years earlier, I might have considered
the project impractical. New technology finally
made the transition feasible.
Why undertake such a massive migration while
developing a major motion picture? Because
I recognized the enormous promotional potential
of building a unified, independently controlled
network of magazines, websites, events and
media relationships.
The resulting organization,
Luxury Chamber Media Group,
is designed to do much more than publish
magazines. It brings together media properties,
luxury networking, publicity, entertainment
promotion and direct access to readers across
numerous markets.
My intention is to use these resources to help
introduce Buddy from Brooklyn to a
national and international audience while
continuing to expand the individual publications.
The migration was demanding, occasionally
exhausting, and absolutely necessary.
I wanted the media infrastructure in place
so that I could devote my attention to the
financing, production and, most importantly,
promotion of the film.
Buddy's story deserves an extraordinary
presentation, and I intend to give it one.
March 28 – April 4, 2026
Life Is Beautiful, Carlito's Way and an Unexpected Hollywood Encounter
In late March 2026, I met a woman through
Facebook Dating. She had contacted me first,
and as we became acquainted, I discovered
that her family had significant historical
connections to casinos and horse racing,
with names that overlapped the Bieber,
Jacobs, Jacobson and Wolfson circles
I had been researching.
One evening, I visited her home and we
decided to watch a movie. When she asked
what I wanted to see, I immediately suggested
Life Is Beautiful, the celebrated
Italian film. She wasn't interested in
that particular selection, so we watched
Carlito's Way instead.
Five days later, I flew to New Jersey for
a celebrity convention. Among the people
I encountered was Italian actor
Giorgio Cantarini, who had
appeared as a child in Life Is Beautiful.
I was immediately struck by his resemblance
to a young Buddy Jacobson. We discussed
the possibility of his involvement in the
film, and I presented him with a letter
of intent. Before I left the convention,
his representative returned with the
signed document.
As though the connection weren't already
unusual enough, Giorgio had also portrayed
Giorgio Lamborghini in the motion picture
Lamborghini, a production with
which I had a previous professional
connection.
Consider the sequence: I suggest a movie
that my companion declines to watch, and
only days later I meet one of its stars,
who happens to resemble the subject of
the film I'm producing.
Sometimes the timing of these experiences
is more remarkable than the events themselves.
Sometimes coincidence feels remarkably
like a script being written before your eyes.
The New Jersey Celebrity Convention
My April 2–4 visit to the Chill Out NJ Expo
at the Hanover Marriott in Whippany was part
of a larger effort to develop relationships
with actors and industry professionals who
might be suitable for Buddy from Brooklyn.
The convention brought together performers
associated with The Sopranos,
classic Hollywood productions and popular
television. Among the advertised personalities
were Robert Funaro, Dominic Chianese,
Dan Grimaldi, John Martino, Oksana Lada,
Carmen Electra, Dolph Lundgren,
Brooke Shields, Boy George, Warwick Davis,
Catherine Bach and Heather Thomas.
I attended with letters of intent and a
clear objective: meet prospective performers,
explain the historical importance of the
Buddy Jacobson story and begin developing
the relationships that could eventually
shape the cast.
Given the film's New York setting, its
horse-racing background and its connections
to the city's underworld and nightlife,
actors familiar with that cultural
landscape are of particular interest.
February 2–5, 2026
Anthony Haden-Guest, My Mother and a Return to Old New York
In February, my mother Dawn Eve and I
traveled to New York City to celebrate
the 89th birthday of writer, critic
and legendary nightlife observer
Anthony Haden-Guest.
The celebration took place on February 2,
Anthony's actual birthday, at Baker Falls
on Manhattan's Lower East Side.
Guests began gathering around seven in
the evening, and the party carried on
well into the early morning.
The atmosphere reminded me of the glamorous,
uninhibited Manhattan nightlife that Anthony
chronicled so memorably in his writing,
particularly his book The Last Party,
which explores the Studio 54 era.
Anthony was in fine form, enjoying red wine,
conversation, music and dancing in the
company of friends from New York's
artistic and social circles.
Among those in attendance were personalities
such as Blake Sandberg, Ronnie Norbel,
Julie Harvey, Karen Nielsen, Leslie Laurence,
photographer Dustin "Pop" Pittman and
filmmaker Christopher Guest, along with
numerous other guests.
For me, the evening carried special meaning
because I had brought my mother from Minnesota.
In the 1970s, she had been a New York fashion
model associated with Buddy Jacobson and
Melanie Cain's My Fair Lady modeling agency.
To return with her to Manhattan while
developing a movie about that very world
was a remarkable experience.
We had also recently returned from Peru,
and even that became part of the evening's
unexpected connections when we learned
of the Peruvian background of people
involved with the venue.
There was conversation about the possibility
of a future film-related celebration at
Baker Falls. Whether that happens remains
to be seen, but the setting certainly
captures the spirit of the story.
Watching my mother reconnect with the
social atmosphere of her younger years
was one of the most meaningful experiences
of this entire adventure.
January 8, 2026
The Michael Korda Miracle: Two Books That Changed My Life
One of the more extraordinary aspects
of this story involves two books that
influenced me when I was a young boy:
Power and Success,
both written by the celebrated author
and publishing executive Michael Korda.
To explain the connection, I have to
return to the 1970s.
My mother was living and working in
Manhattan, moving in a social circle
that included Buddy Jacobson, Melanie
Cain, models, writers, businessmen and
the fashionable crowd that gathered
at Maxwell's Plum.
Korda was a prominent figure in that
Manhattan literary and social world.
When my mother eventually returned
to Minnesota, she brought several
books with her, including his
Power and Success.
Years later, when I was around eleven
or twelve, I was living with my family
in an A-frame cabin in the woods near
Margie, Minnesota, not far from the
Canadian border.
One day, bored and curious, I explored
an old storage building and discovered
several suitcases and boxes containing
my mother's belongings from New York.
Among the treasures were those two
Michael Korda books.
I had little interest in business books
at that age, but Korda's writing was
different. His observations about
ambition, power, human nature and
sophisticated society were witty,
occasionally outrageous, and thoroughly
entertaining.
I read both books from beginning to end.
Their influence stayed with me for decades.
When Wall Street arrived in theaters
in 1987, I was fifteen years old and
fascinated by the world it portrayed.
I began dressing like a young businessman.
That Christmas, when my father asked what
I wanted, I requested a briefcase.
He bought it for me. For the next
couple of years, I sometimes rode
my skateboard to school wearing a blazer
and carrying a leather briefcase.
It must have been quite a sight
in rural Minnesota.
Fast-forward to 2025. I began writing
my own book,
How to Perform Like a Billionaire,
under the PERFORM LAB concept.
Drawing on decades of business experience,
personal adventures and encounters with
successful people, I set out to share
my own ideas about success.
Only later did I fully appreciate how
much Korda's writing had influenced
the style and subject matter of my book.
And then came June 12, 2025, when a
DNA discovery connected my family to
Jeffrey Gural, whose business history
led me straight back to Buddy Jacobson.
Think about that for a moment.
Books my mother brought home from
Buddy's social world helped shape
my ambitions as a child. Decades later,
I wrote a book influenced by those
same ideas, and researching the family
connections surrounding that book
brought me back to Buddy himself.
The first copy of my book was purchased
by my friend Marc, who had also given
me my first Torah, a Jerusalem Bible
published by Koren.
Even that personal connection carried
memories of earlier chapters of my life,
including my time in Venezuela in 1998.
Life has a peculiar way of connecting
things that seemed entirely unrelated
when they first happened.
2025: The Year Everything Changed
Thanksgiving 2025
A Cinematic Thanksgiving in Miami Beach
Thanksgiving 2025 was spent in the
company of Miami personality John
Lamur and film investor Lance Bernstein
at J'Adore Miami Beach.
With its theatrical interiors, elaborate
dinner entertainment, stylish guests
and lively atmosphere, J'Adore offered
the sort of setting that could easily
inspire a movie scene.
The evening featured fine dining,
cocktails, music, conversation and
the unmistakable glamour of South
Florida nightlife.
A holiday dinner with friends might
seem like an ordinary social occasion.
Yet after spending so much time
researching Manhattan's legendary
restaurants and nightclubs, I find
myself paying closer attention
to the personalities and stories
surrounding these establishments.
November 12, 2025
Maxwell's Plum: A Vortex of Synchronicity
The deeper I investigated Buddy
Jacobson's world, the more frequently
one Manhattan establishment appeared
in my research:
Maxwell's Plum.
This celebrated restaurant and singles
bar was one of the great social gathering
places of 1970s New York. Buddy,
Melanie Cain, my mother and numerous
personalities connected to the fashion,
business and entertainment worlds
were part of that scene.
Maxwell's Plum was associated with
restaurateur Warner LeRoy, whose
Hollywood family connections included
his father, film director Mervyn LeRoy,
and his grandfather Harry Warner,
one of the founders of Warner Bros.
Warner LeRoy's restaurant and
entertainment ventures also included
such celebrated establishments as
Tavern on the Green and the
Russian Tea Room.
The family connection to the motion
picture industry fascinated me.
Here was another intersection of
New York nightlife, Hollywood,
family history and the social world
I was researching.
Even more interesting was the connection
to the books my mother had brought home:
Michael Korda's Power, published
in 1975; Success, published
in 1977; and Fred Kogos's
Instant Yiddish, published
in 1967.
Maxwell's Plum offered a possible
connection between my mother's
New York years and the books that
later inspired my career.
What had seemed like unrelated
childhood memories were gradually
revealing their place in a much
larger family narrative.
November 10, 2025
Jimmy Hoffa, Horse Farms and Another Historical Mystery
While researching the relationships
among prominent horse owners, racing
families and figures connected to
organized crime, I encountered
another enduring American mystery:
the disappearance of Jimmy Hoffa.
I also spoke with Carmelo "Mel"
Cottone, a veteran attorney and
political figure whose recollections
introduced additional names and
historical leads into my research.
My reading eventually took me to
Rolland McMaster and the Michigan
horse property that became the
subject of an FBI search for
Hoffa's remains.
I began comparing historical accounts,
property maps and information about
the searches. At one point, I
wondered whether investigators had
overlooked a particular area.
These were my own speculative
observations, not evidence of where
Hoffa is buried. Nevertheless,
the experience illustrated how
research into one horse-racing
story can open the door to an
entirely different chapter
of American history.
The intertwined worlds of racing,
politics, gambling and organized
crime contain enough fascinating
material for many motion pictures.
October 30, 2025
A New Hollywood Connection in the Silbergeld Research
In the early morning hours of
October 30, I came across another
surprising name while researching
the historical events surrounding
Buddy Jacobson.
Actress Mel Harris
had been married to David Silbergeld
during the late 1970s, a period
central to the story.
Their relationship and the later
criminal-case accounts involving
Silbergeld offered another potential
historical thread for the screenplay,
including events reported in 1982
while Buddy was imprisoned.
These subjects require careful
documentary research, particularly
where criminal allegations and
real individuals are concerned.
Nevertheless, the discovery
demonstrated how frequently the
worlds of Hollywood, nightlife,
wealth and crime intersected
during that era.
October 24–25, 2025
Meeting Familiar Faces from Hollywood and The Sopranos
My visit to the Chill Out New Jersey
Expo provided a welcome opportunity
to meet actors and personalities
whose work I had followed over
the years.
Among the memorable encounters
were Larry Thomas, famous for
portraying the Soup Nazi on
Seinfeld, and Robert Funaro,
known for his work on
The Sopranos.
I also spent time meeting other
attendees, including Joe "Pepe"
Gambino, and sharing information
about the developing film.
These events are valuable not
simply because celebrities attend
them, but because a brief personal
introduction can begin a much
more meaningful professional
relationship.
In filmmaking, as in business,
relationships often begin in
unexpected places.
October 21, 2025
A Surprise Family Reunion and a Young Buddy Lookalike
In October, I received a message
from my cousin Anthony, whom I
had known for many years but
had never met in person.
Anthony is the grandson of my
uncle Deli, a man whose business
accomplishments and personal
influence had earned him a place
in my book
How to Perform Like a Billionaire.
One of my favorite family stories
concerns Dr. Norman Vincent Peale,
who reportedly selected my uncle
from a large audience of Korean
War veterans as an individual
especially likely to succeed.
My uncle went on to build a
substantial business, and his
example influenced the way I
thought about ambition and success.
Anthony surprised me by coming
to South Florida. We met at
El Camino for Taco Tuesday,
enjoyed a few beers and
discovered that we had an
astonishing amount in common.
Later, we visited Tin Roof,
where I noticed that one of the
young men working at the
establishment bore a resemblance
to Buddy Jacobson in his younger
years.
Remarkably, he also had a
connection to horses and the
bar business, two defining
elements of Buddy's life.
Naturally, I began considering
whether he might have the
appearance needed for a younger
version of Buddy in a promotional
scene.
Autumn 2025
From a Car Wash Receipt to Coachella
Not every coincidence involves
a billionaire or a Hollywood actor.
Sometimes it starts at a
malfunctioning gas pump.
I had stopped to purchase fuel
and a car wash when the machine
failed to print my receipt.
I went inside to retrieve it
and discovered that the person
behind the counter was an
acquaintance I had known for
approximately twenty years.
Then I noticed the car wash
code printed on the receipt:
92261.
The number caught my attention
because it corresponded to a
ZIP code in the Palm Springs
area of California, the region
associated with the annual
Coachella music festival.
My thoughts immediately turned
to Coachella, its entertainment
connections and the enormous
influence of AEG founder
Philip Anschutz.
I started thinking about attending
the April 2026 festival and
the opportunities that might
exist to meet creative people
from the music and entertainment
industries.
Was the number on the receipt
a meaningless coincidence?
Probably, to most people.
To me, it became another
entertaining little episode
in a year already overflowing
with unexpected connections.
September 8, 2025
Football, Cigars and an Atlantic City Connection
I went to Ocean Manor Resort
in Fort Lauderdale to watch
the Minnesota Vikings'
season opener.
The Vikings managed to pull
off a victory, but another
highlight of the evening was
meeting a casino executive
from Atlantic City, New Jersey.
We enjoyed cigars, exchanged
stories and established another
relationship within the world
of gaming and entertainment.
It seemed particularly fitting
considering the casino and
horse-racing connections that
had dominated my summer.
September 7, 2025
Meadowlands, Jeffrey Gural and a Magazine Cover
After my New Jersey visit,
I resumed communicating with
my cousin Jeffrey Gural
about the film and the
historical racing locations
that could play an important
role in its production.
Our discussions gave me
encouragement that Meadowlands
might become a potential
filming location, subject
to the usual production
arrangements and approvals.
Seeing Buddy on the cover
of one of my own publications
was another satisfying moment.
My personal research was
rapidly becoming a genuine
entertainment and publishing
project.
September 2, 2025
The Motion Picture Website Begins to Expand
I continued developing the
official movie website,
adding information about
the production timeline,
financing strategy and
casting opportunities.
What had begun as a
personal historical
investigation was evolving
into a formal motion
picture development effort.
September 1, 2025
Ken Evseroff and the Attorney Who Represented Buddy
Labor Day brought an important
conversation with Manhattan
personality and broadcaster
Ken Evseroff.
Ken is the son of
Jack Evseroff,
the prominent New York
criminal defense attorney
who represented Buddy
Jacobson.
We immediately got along,
and during our conversation
we discussed the possibility
of Ken portraying his own
father in the film.
I welcomed the idea.
There is something
particularly compelling
about a son portraying
his father in a
historically based movie.
Ken also shared private
recollections that added
to my understanding of
the personalities involved.
Some of those conversations
will remain confidential.
Later that evening, I met
my friend Jeff Moss at
Ocean Manor's tiki bar.
We enjoyed Macallan 18
and fine cigars while
discussing business,
filmmaking and his
tobacco operations in
the Dominican Republic.
Another day, another
remarkable collection
of connections.
August 31, 2025
Steakhouses, Cigars and a Sopranos Landmark
The final day of my
New York and New Jersey
excursion began with
a visit to Steve's
Sizzlin Steaks, a
longtime New Jersey
establishment dating
back to 1936.
My friend and racehorse
owner Gary Bonacci
had recommended it.
Later, I stopped at
Cigar Emporium in
Lyndhurst, followed
by a visit to the
famous Pizza Land,
widely recognized
from the opening
credits of
The Sopranos.
I took photographs,
met some interesting
people and enjoyed
soaking up the local
atmosphere.
A planned jazz lounge
stop near LaGuardia
proved less convenient
than expected, so I
headed for the airport.
After a delayed flight,
I finally returned
to Fort Lauderdale
in the early morning.
August 30, 2025
Returning to Buddy Jacobson's New York
This was one of the
most important research
days of my life.
I arrived at LaGuardia
Airport and began my
morning with a visit
to an Italian ice
establishment associated
with Nicola Benfarimo
in Queens.
From there, I traveled
to Manhattan's Upper
East Side to visit the
East 84th Street building
where Buddy Jacobson
had lived and where
my mother's New York
modeling story had
unfolded.
Walking through that
neighborhood, I felt
as though I had stepped
into the physical setting
of stories I had heard
throughout my childhood.
I met the building
superintendent, spoke
with local business
owners and learned
more about the
surrounding properties.
At one storefront,
I found myself
wondering whether
the space might
once have been
connected to
the My Fair Lady
modeling operation.
I also received
a message from
Melanie Cain,
who had contacted
my mother after
many years.
Helping reconnect
two women whose
lives had intersected
in 1970s Manhattan
felt like a small
mitzvah.
Madison Avenue, Caviar and Little Italy
After leaving East
84th Street, I walked
through the neighborhood
and eventually visited
Caviar Kaspia at
The Mark Hotel.
I enjoyed a salmon
brunch, a couple of
Japanese beers and
conversation with
the knowledgeable
bar staff.
From there, I traveled
to Mulberry Street
in Little Italy.
I was wearing
my usual Italian-inspired
attire, including
a prominent red
cornicello, gold
jewelry and a
black shirt.
A young man jokingly
suggested that I
looked like a billionaire
and asked what was
inside my aluminum
Zero Halliburton
briefcase.
I told him it
contained a billion
dollars, then
opened it and
produced a copy
of my book,
How to Perform
Like a Billionaire.
I gave him a copy.
It seemed an
appropriate response.
My First Visit to Meadowlands
That evening, I
headed to Meadowlands
Racetrack in New Jersey,
hoping that I might
finally meet Jeffrey
Gural in person.
I placed a few
wagers using my
birthday numbers
and actually won.
A helpful employee
at the betting
window explained
some of the finer
points of wagering.
I then visited
the Trotters Club,
where I introduced
myself to longtime
racing enthusiasts
and shared information
about the movie.
Eventually, a helpful
Meadowlands employee
introduced me to
executive Jason
Settlemoir, who
was generous with
his time.
Jeffrey was elsewhere
that evening, but
I didn't regard
the trip as a
disappointment.
After all, his
appearance in
my family research
had already
changed my life.
Meeting him
personally could
happen another day.
I ended the evening
at Rockafella's,
a neighborhood
sports bar with
an interesting
old building
and plenty of
local character.
More conversations,
more business cards,
and another late
night in New Jersey.
August 29, 2025
Sal Abbatiello, Chazz Palminteri and the Bronx Connection
The day before
my New York trip,
I watched an
interview featuring
Jeffrey Gural.
During the conversation,
he mentioned Sal
Abbatiello, a name
I recognized through
a close personal
connection.
The discussion
also reminded me
of the horse-racing
scenes and gambling
personalities depicted
in A Bronx Tale,
starring Chazz Palminteri.
I had previously
been invited to
a dinner gathering
involving Palminteri.
Once again, my
professional and
social experiences
seemed to overlap
the world I was
researching.
August 28, 2025
A Birthday Party and an Unexpected Sonny Franzese Connection
I attended a
friend's birthday
celebration at
DeLuca's Chophouse
and brought along
one of my new
movie business cards.
The card featured
historical personalities
associated with
the film's storyline,
including Buddy Jacobson,
Sonny Franzese and
other notable figures.
My friend Charlotte,
whom I had known
for approximately
twelve years,
looked at the card
and revealed that
she had dated
Sonny Franzese
during the 1970s.
She even showed
me photographs
from that period.
I was astonished.
Through entirely
different relationships,
I had already
encountered other
personal and family
connections associated
with the Franzese
circle, including
my acquaintance
Michael Umile.
Sonny's son Michael
had also attended
one of my earlier
luxury networking
events in the
Lighthouse Point
area many years before.
Each new encounter
seemed to reveal
another relationship
reaching back into
Buddy's era.
August 27, 2025
A Letter to Taki and the Ghosts of Nicola's
While researching
historical accounts
of New York society,
I came across
an article by
writer and social
commentator
Taki Theodoracopulos.
His recollections
of Nicola's and
the social personalities
surrounding that
legendary establishment
immediately caught
my attention.
Nicola's was part
of Buddy Jacobson's
Manhattan world.
It was also part
of the extraordinary
social environment
I hoped to recreate
in the movie.
I wrote to Taki,
introducing myself
as the son of
Dawn Eve, who
had shared a
Manhattan apartment
with Melanie Cain
in the 1970s.
I explained how
the movie combined
the glamour of
Park Avenue,
the grit of
New York's
underworld and
the moral complexity
of Buddy's life.
I also expressed
interest in
discussing his
recollections,
possible collaboration
and permission
to republish
historical material
relevant to
the film.
In my mind,
Buddy was a
sort of Gatsby
in riding boots:
charming, ambitious,
mysterious and
surrounded by
extraordinary people.
The more I
studied old
Manhattan,
the more convinced
I became that
the atmosphere
itself would be
one of the
movie's most
important characters.
August 3, 2025
A Dream About Rick Rubin
One night, I
had an unusually
vivid dream in
which I was
speaking with
legendary music
producer Rick Rubin
about the Buddy
Jacobson film.
I had never
met Rubin,
and at the time
I knew relatively
little about
his remarkable
career.
After the dream,
I began learning
more about his
production work
and his influence
across several
generations of music.
I found myself
considering how
important the
film's soundtrack
would be in
recreating New
York between
the 1960s and
the 1980s.
Later, I discovered
additional horse-related
musical references
involving artists
associated with Rubin.
Whether the dream
means anything
remains an open
question. But
it certainly
reinforced my
determination
to pursue
exceptional talent
in every aspect
of the production.
How It All Began
July 26, 2025
Three Roberts and the Birth of a Motion Picture
Of all the
extraordinary coincidences
I have experienced,
this may be
the most important.
My book,
How to Perform
Like a Billionaire,
had been published
only a few weeks
earlier.
I decided to
conduct a book
signing at
Matteo's Trattoria
in Hallandale Beach,
one of my favorite
Italian restaurants.
I was standing
at the bar,
signing a copy
for a gentleman
named Robert,
when another
man approached.
This second
gentleman also
happened to be
named Robert.
He was a
talented crooner
who bore a
striking resemblance
to Robert De Niro
in his younger years.
We began talking
about my book,
horse racing and
Buddy Jacobson.
Suddenly, he
suggested that
I follow him
down the bar
to meet someone.
We walked
approximately three
bar stools away,
where he introduced
me to yet another
gentleman named
Robert.
Three Roberts,
one restaurant,
one afternoon.
The third Robert
was a distinguished
racehorse owner.
As we discussed
my book,
I mentioned
Howard "Buddy"
Jacobson.
His reaction
was extraordinary.
He had known
Buddy personally
and had been
one of his
closest childhood
friends.
He began showing
me photographs
of himself
with Buddy,
including
pictures from
their younger
years.
I could scarcely
believe what
was happening.
Only six weeks
earlier, I had
discovered the
connection between
Buddy Jacobson,
my mother's
modeling career
and my cousin
Jeffrey Gural.
Now, entirely
by chance,
I was sitting
beside a man
who had actually
grown up with
Buddy and
knew him intimately.
Robert also
had connections
with other
personalities
who were becoming
central to
my research,
including figures
associated with
the Franzese
family.
That afternoon
was the moment
when my fascination
with Buddy's
life became
something much
greater.
I drove home
from Matteo's,
turned on my
computer and
registered
BuddyJacobsonMovie.com.
Before these
experiences,
filmmaking had
never been
one of my
personal ambitions.
I was a
publisher,
businessman
and event
producer,
not someone
actively planning
a feature film.
Yet somehow,
the project
suddenly seemed
inevitable.
The story,
the historical
personalities,
the locations
and the scale
of the production
began coming
together in
my imagination.
I didn't go looking for a movie.
The movie found me.
That is still
the best way
I can describe it.
June 12, 2025
The Billionaire Cousin, the Horse Trainer and the Discovery That Changed Everything
This is where
the story truly
begins.
In the spring
of 2025,
I decided
to investigate
my maternal
ancestry through
a DNA test.
At roughly
the same time,
I had resumed
writing a book
about success,
wealth and
the habits
of extraordinary
businesspeople.
I had started
the book years
earlier and
set it aside.
In late May
and early June,
I returned
to the manuscript
with renewed
enthusiasm.
On June 12,
the DNA results
arrived.
I began reviewing
the names of
maternal relatives,
many of whom
were members
of successful
Jewish-American
families.
My grandmother
Faith had told
me stories
about interesting
people in
our family
tree, including
a playwright.
I was curious
to see what
else I might
discover.
After researching
several relatives,
I noticed
the surname
Gural.
One of my
DNA matches
was Jeffrey Gural,
the prominent
New York real
estate investor,
philanthropist
and horse-racing
executive.
This immediately
caught my attention.
I was writing
a book about
wealthy entrepreneurs
and successful
businesspeople,
and here was
a newly discovered
family connection
to one of
New York's
best-known
real estate
and racing
personalities.
I investigated
the history
of the Gural
family's real
estate businesses,
including their
involvement
with significant
Manhattan properties
and the development
of Knickerbocker
Village.
I also learned
more about
Jeffrey's racing
interests and
philanthropic
work, including
his connection
to the Gural
JCC on Long Island.
Given my own
growing interest
in Jewish
family history,
I found these
discoveries
personally
meaningful.
Then I visited
the corporate
timeline on
the family's
real estate
website.
I explored
the earlier
decades and
clicked into
the 1970s.
There, in
a historical
photograph,
was Jeffrey
Gural alongside
a familiar
name from
my mother's
past:
Buddy Jacobson.
I was stunned.
Buddy had
been connected
with my mother's
New York modeling
career during
the 1970s.
He was associated
with Melanie
Cain's My
Fair Lady
modeling agency,
the same
social world
my mother
had described
throughout
my life.
My mother
and I came
from northern
Minnesota,
far removed
from the
skyscrapers,
racetracks
and glamorous
nightclubs
of Manhattan.
Yet the
prominent
New York
businessman
I had just
discovered
through my
DNA results
had a historical
business connection
with the man
who had played
such an unusual
role in my
mother's life.
What were
the odds?
I had been
casually discussing
Buddy and
my mother's
modeling days
for years.
Now the
old stories
had suddenly
become part
of my own
family history.
The discovery
energized me
enormously.
I began working
on my book
with a level
of dedication
I had rarely
experienced.
Some days
I worked
twelve or
fifteen hours.
On one
particularly
intense day,
I worked
almost twenty-two
hours.
I completed
and published
the book
on June 30,
2025, just
in time
for my
birthday
on July 1.
Less than
a month later,
I would
encounter
Buddy's childhood
friend at
Matteo's Trattoria,
and the
idea for
the movie
would take
hold.
In a matter
of weeks,
my interests
in publishing,
family history,
high society,
entrepreneurship
and horse racing
had converged
into a
single project.
I had
no way
of knowing
just how
far that
project
would take me.
The Adventure Continues
Buddy from Brooklyn is being
developed as an ambitious historical
crime drama exploring the extraordinary
world of Howard "Buddy" Jacobson,
from New York's racetracks and
fashionable social circles to the
darker chapters of the city's past.
My vision is for a major
international motion picture,
with a proposed negative cost
of approximately $200 million
and an exceptionally ambitious
worldwide commercial objective.
Those figures represent the
scale of my aspirations,
not a guarantee of financing
or box-office performance.
The project brings together
family history, horse racing,
fashion, nightlife, business,
criminal history and the
fascinating personalities
who inhabited New York
during the latter half
of the twentieth century.
Through Gural & Jacobson LLC
and Luxury Chamber Media Group,
I intend to continue developing
the film while documenting
the remarkable people and
circumstances that have
brought it this far.
With the addition of
PLAYHORSE Magazine
in October 2026, the story
has acquired yet another
dimension: an ongoing
publishing platform devoted
to many of the same passions
that made Buddy's life
so extraordinary.
I'm still meeting people,
finding historical connections,
exploring new possibilities
and recording experiences
that occasionally seem
stranger than fiction.
Whether you call it fate,
synchronicity, serendipity
or simply the unpredictable
adventure of life,
I look forward to
seeing what happens next.
Kismet. The story is still being written.
Jay Shapiro
Producer, Buddy from Brooklyn
Gural & Jacobson LLC
Luxury Chamber Media Group