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Hamptons.com
February 19, 2020

INTERVIEW: Wayne Diamond, The True Diamond In The Adam Sandler Motion Picture, “Uncut Gems”

T.J. Clementeby T.J. Clemente
in Arts
Home Arts

Over the years I have had the opportunity to interview many interesting people and I would say actor Wayne Diamond, who plays the “high roller” part in the motion picture Uncut Gems, is on top of the list as a colorful, high energy, positive thinking, living the dream of success type of guy. If or when you see this movie you will forever know Mr. Wayne Diamond for his performance in this film. It is a career maker. Diamond has also been a huge presence in the Hamptons for over 30 years. He explained, “I personally know the real billionaires out there and the ones who say they are, but really aren’t.”

It’s no wonder the man who made tens of millions at a time revolutionizing what sort of dresses women would wear back in the 1970’s is the talk of audiences after they see Uncut Gems. “I always knew I wanted to be an actor and work in the garment industry. One day my dad said, when the acting wasn’t going that well, ‘Wayne, you belong in the garment center. You are a born garment salesman.’ So, I listened to my dad.” He stated that was the best advice he ever received in his whole life.

In the wide-ranging interview, Diamond opened up about who he is – although never revealing his age, only saying he was older than I am and I am 67-years-old. I asked him what was the first defining moment in his life? He said, “It happen at a place called Morgan’s, near the garment district in NYC. I was sitting at a table with some of the older guys (successful in the garment industry) and I was easily the youngest successful guy – like 23, and all the boys bought me a bottle of Dewar’s (scotch) and put my name on it and put it behind the bar. I was now one of them. Along with my Bar Mitzvah, it was the most defining moment of my life.”

As far as being in his first big-time motion picture, I asked Diamond what was his first impression when he met Adam Sandler? He said, “I saw him playing on a basketball court out on Long Island, he was playing with all these big guys. I was really impressed, he came over, shook my hand, a real mensch! So nice, incredible, just a nice guy. Not like some protected people, Adam is a regular down to earth super, super individual.”

I had to ask Diamond what was his first impression seeing himself on the screen at the film’s opening night? He said, “Everybody asks that question to me. When you see yourself, you’re embarrassed. When I came on to screen, after the helicopter, everybody in the audience was laughing and going in unison, ‘Wayne, Wayne, Wayne!’ This opening was in Toronto, I did the red carpet. I like to make people laugh, I always have, But seeing myself was insane, I was embarrassed, I felt like hiding under the seat! I looked like this cartoon character. I was hiding I just couldn’t look at myself.”

Diamond noted he quit his first job when asked to shine his boss’ shoes. He explained, “I didn’t go to college to shine guys’ shoes.” He moved on to create one of the first high end brands. He shared, “My brands were the first high end disco dresses. They were in demand, everyone at every disco across the U.S. wore them.” Wayne Diamond was there, maybe at the starting line when the eggcorn of branded women’s fashion became the tree.

Then I asked him what was his best decision? He replied, “Retirement and going into acting. I made my money, I was done, I had a big home in Old Westbury, and had a luxury condo on Fisher’s Island, one of the biggest and most gorgeous, and I said to Helen, ‘I have enough, I don’t need any pressure, I don’t need any of this. Let’s sell the house and the condo and move to the City.'” After a lot of looking, Diamond chose the Upper East Side, but he noted, “Truthfully, I am in the Village every day.”

When asked to speak about the movie, Uncut Gems, you could hear the excitement in Diamond’s answer. He said, “I met Josh Safdie when he was young, perhaps 13 years ago. He was with Sebo [Bear-McClard]. They took my number, they said they were doing videos. Four months later, I received a call to do some music videos, which I did. I worked on a radio show for Sebo. I always had fun working together with those guys, no matter what we did. For five years they were texting me and emailing me, but I never looked at that stuff. Anyway, I got an actual phone call from the Uncut Gems casting director, and he says, ‘Sebo and the brothers [Josh and Benny Safdie] want you down here for a screen test.’ After some scheduling, we get together, they give some lines, I do the B.S. and afterwards Sebo says, ‘I love you, I love you, you are so perfect I can’t believe it.'”

Diamond went on to explain, “They asked me if I was afraid of helicopters. I had not a clue what that meant, but I learned. I showed up for my day of shooting proud that I memorized my 200 lines cold. Of course, they changed every one of them, and kept saying, ‘Wayne you were great, we are going to add more lines!'”

Finally, I asked Diamond what was the last day on the set like? He said, “The last day was so sad. We [the cast and crew] were a family by that point. We spent 16 hours working and still didn’t want to leave. You live in that moment and don’t want it to end.”

Now Diamond is ready for what’s next. He is hoping to get a larger part in another major motion picture. He mentioned he thought Adam Sandler should have been given an Oscar nomination at the least. “Adam wanted to do a serious role and did, and let me tell you, some of those rough scenes he took a beating, but he never complained,” he noted. “It was a sin he didn’t get nominated, although he won some other awards.”

The actor admitted he loved the buzz of making a major motion picture. I think we will be seeing much more of Wayne Diamond soon. There is no doubt the lens for the big screen loves his face.

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Basic Drawing for Adults

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9th Annual Watercolor Show at Ashawagh Hall

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FINDING HOME THROUGH RHYTHM: Rhythms of Connection with ALBINO MBIE

October 10 @ 06:00 PM - October 10 @ 07:30 PM
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HUB HOME Grand Opening & Weekend Open House

October 10 @ 06:00 PM - October 12 @ 06:00 PM
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Opera Lafayette Celebrates Beethoven’s 250th Birthday With Modern Debut Of Their Restoration Of His Only Opera, “Leonore”

Opera Lafayette Celebrates Beethoven's 250th Birthday With Modern Debut Of Their Restoration Of His Only Opera, "Leonore"

  • Grab your furry friend and take a stroll to Main Beach with ARF!

Check out the Top Hamptons Events This Weekend!

🐾 ARF’s Stroll to the Sea Dog Walk
📅 When: Saturday, October 11, 2025 | 9AM–12PM
📍 Where: Mulford Farm, 10 James Lane, East Hampton, NY

Enjoy vendors, contests, and giveaways before strolling to Main Beach.

🥣 Chowdah Chowdown
📅 When: Saturday, October 11, 2025 | 12PM–3PM
📍 Where: Springs Tavern and Grill, 15 Fort Pond Blvd, East Hampton, NY

All-you-can-eat chowder and soup from 20 local chefs, plus live music and a mocktail bar — all to benefit the Springs Food Pantry!

🍺 SagtoberFest
📅 When: Sat, Oct 11 – Sun, Oct 12, 2025 | 12PM–8PM
📍 Where: Kidd Squid, 11 Spring St, Sag Harbor, NY

Celebrate Oktoberfest Sag Harbor–style! Enjoy bratwurst, pretzels, oysters, pumpkin stew, and live music by Jon Divello, Woody Boley, Greg McMullen & Jake Lear.

🎬 33rd Hamptons International Film Festival
📅 When: Thurs, Oct 9 – Mon, Oct 13, 2025 | 9AM–10PM
📍 Where: Various Locations

The 33rd edition of HIFF brings a world-class lineup of narrative and documentary films, features, and shorts from around the globe. 

🍪 Levain Bakery: Book Talk & Signing
📅 When: Saturday, October 11, 2025 | 12PM–1PM
📍 Where: BookHampton, 41 Main Street, East Hampton, NY

Meet Levain Bakery cofounders Pam Weekes & Connie McDonald and grab their new book.

🌿 26th Annual Long Pond Greenbelt Celebration
📅 When: Saturday, October 11, 2025 | 10AM–1PM
📍 Where: SOFO Museum, 377 Bridgehampton–Sag Harbor Tpk, Bridgehampton, NY

Enjoy games, crafts, guided walks, face painting, and ice cream!

🎉 CMEE’s Big Birthday Bash!
📅 When: Saturday, October 11, 2025 | 10AM–12PM
📍 Where: SOFO, 376 Bridgehampton–Sag Harbor Tpk, Bridgehampton, NY

Join for crafts, treats, dance, and play!

🛋️ Hub Home Grand Opening Party & Open House
📅 When: Friday, October 10, 2025 | 6PM–9PM
📍 Where: HUB Home, 2183 Montauk Hwy, Bridgehampton, NY

Celebrate the grand opening of HUB Home, a curated consignment shop with luxury furnishings, art, and décor.

Check out more events at Hamptons.com (Link in Bio)
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#hamptons #arf #community #stephentalkhouse #dining #hamptonsfilmfestival
  • The 33rd Hamptons International Film Festival kicked off last Friday with the U.S. premiere of A24’s Eternity starring Elizabeth Olsen, Miles Teller, and Callum Turner.⁠
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Elizabeth Olsen attended the premiere on Friday, and on Saturday sat down with IndieWire’s Editorial Director Kate Erbland at the Sag Harbor Cinema as a part of the festival’s “A Conversation With” series. Later that day, the second “A Conversation With” took place as Ethan Hawke and moderator Alison Stewart talked about Blue Moon, as well as Hawke’s filmography. ⁠
⁠
Sydney Sweeney received the festival’s Achievement in Acting Award following the U.S. premiere of her film Christy in East Hampton. ⁠
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Notable Guests included: Alessandro Nivola, Alec Baldwin, Amanda Peet, Tonatiuh, Miriam Shor, Lois Smith, Tim Blake Nelson, Mareille Enos, Bob Balaban, E. Jean Carroll, Roberta Kaplan, Ellen Barkin, Bernie Telsie, Bill Condon.⁠
⁠
📸: Jess Dalene⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#hiff #hamptonsinternationalfilmfestival #film #elizabetholsen #sydneysweeney #hamptons #hamptonsfilm⁠
  • When: Fri, Oct 3rd – Sun, Oct 5th, 2025
8am – 5pm

Where: Levain Bakery, 354 Montauk Hwy, Wainscott, NY

Levain Bakery is introducing a new cookie for a limited time: Peanut Butter Dark Chocolate Chip – a decadent mix of creamy and chunky peanut butter with rich dark chocolate chunks. Originally created to celebrate the opening of Levain’s Beverly Hills Bakery, this indulgent new flavor will now be available for just three days only, October 3–5, at all retail bakery locations.

To make the weekend even sweeter, guests who purchase a cookie will receive a Levain Bakery mini tote (while supplies last), a fan-favorite collectible sure to go quickly.

#levain #levainbakery #cookie #minitote #tote #hamptons
  • From world premieres at the Hamptons International Film Festival to SouthamptonFest! ⁠
⁠
Check out the Top Hamptons Events This Weekend!⁠
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🎬 33rd Hamptons International Film Festival⁠
📅 Oct 3 – 13, 2025 | 9AM – 10PM⁠
📍 Various Locations⁠
A global lineup of films, shorts & documentaries.⁠
⁠
🍪 Levain Bakery⁠
📅 Oct 3 – 5, 2025 | 8AM – 5PM⁠
📍 354 Montauk Hwy, Wainscott⁠
Try the Peanut Butter Dark Chocolate Chip cookie + snag a mini tote (while supplies last).⁠
⁠
🎉 13th Annual SouthamptonFest⁠
📅 Oct 3 – 5, 2025 | 10AM – 7PM⁠
📍 Southampton Village⁠
Arts, culture, food & family fun all weekend long!⁠
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🎶 SpringsFest⁠
📅 Oct 4, 2025⁠
📍 1 Parsons Pl, East Hampton⁠
Live music, raffles, crafts, blacksmith demos & more.⁠
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💃 Salsa Social @ The Clubhouse Hamptons⁠
📅 Oct 4, 2025 | 9PM – 11:30PM⁠
📍 East Hampton⁠
Dance the night away w/ DJ Chile & more!⁠
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🐚 34th Annual Largest Clam Contest⁠
📅 Oct 5, 2025 | 12PM – 3PM⁠
📍 Amagansett Life Saving Station⁠
Taste clam chowder, clam pies & cheer on the winners!⁠
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🎷 East Meets West Jazz Jam Session⁠
📅 Oct 5, 2025 | 2PM – 5PM⁠
📍 Southampton Cultural Center⁠
Free community jazz jam – all are welcome.⁠
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🌕 Full Hunter’s Super Moon Hike⁠
📅 Oct 6, 2025 | 6:30PM – 7:30PM⁠
📍 SOFO Museum Parking Lot⁠
Guided evening hike under the moonlight.⁠
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✨ Which event are you most excited for?⁠
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Check out more events at Hamptons.com (Link in Bio)⁠
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#hamptons #hamptonsinternationalfilfestival #hiff #jazz #fullmoon #hike #film #levainbakery #community
  • So many fun fall activities in the Hamptons 🎃

@fairviewfarmatmecox 
@corwithsfarmstand 
@milkpailfarmorchard 

Check out our fall guide at Hamptons.com (Link in Bio)

#hamptons #fall #applepicking🍎 #pumpkin #maze #pettingfarm
  • As summer winds down and the cool breezes of fall approach, jewelry enthusiasts and fashion lovers alike are looking for the latest seasonal trends. Yael Fraynd, founder and president of Yaya Publicity, offers an insider’s perspective on what to expect this fall — especially for those embracing the chic lifestyle of the Hamptons.⁠
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Looking ahead to fall, Fraynd described the evolving styles with enthusiasm. For fall, expect to see bold statement pieces, rich gemstone colors like orange and a playful mix of metals. ⁠
⁠
She also noted the influence of pop culture on jewelry trends, including celebrities like Taylor Swift, who is recently engaged, saying, “It could also be just, you know, with Taylor Swift, who has such a big effect on what people like.”⁠
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On the seamless transition from summer to fall styles, she observed, “In the summer, you see a bit of Western-inspired pieces, and I think that they really do kind of transition into fall really nicely. ⁠
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@yayapublicity⁠
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Read the full article at Hamptons.com (Link in Bio) ⁠
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#fall #falltrend #falljewelry #hamptons⁠
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