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Hamptons.com
August 28, 2023

Sixty Something: Celebrate Your Success

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VIEWS
T.J. Clementeby T.J. Clemente
in Community, Trending
Home Community
Sixty Something: Celebrate Your Success

What is better than the sweet feeling of success? It comes in many different forms, such as financial, family, sports, and scholastic achievement to name a few. According to historian Dumas Malone, Thomas Jefferson, while sitting in the newly constructed White House, stated that his brother Randolph was more successful than him, although he lived in a basically one-room house with his six children and wife in Buckingham County in Virginia. Why was he more successful? Jefferson said, “Because he’s so happy.”

 

Do you know who else is feeling both happy and successful? People who owned an east-end home prior to the COVID pandemic. In two or three years, their real estate value increased substantially. Some folk’s home values went up a few hundred thousand dollars while others went up a few million dollars. Truly amazing. Of course, they really can’t go out and spend the money unless they sell the house, but it’s nice to know something they invested in has gone up very nicely in value.

 

Just this week a good friend went sailing with me. He explained that his best investment was buying his first home, actually a trailer in Montauk, then trading to a small home in the Springs, to now owning a nice million-dollar-plus home in Southampton. He admitted if he had just kept renting, he would be in actual bad financial shape, especially in this inflationary economy. I suppose everyone who has owned real estate understands all of this.

 

Thirteen years ago, I was living in Montauk and dating the woman who is now my wife. We were dining at The Harbor Inn, which was actually very close to the Montauk Train Station. I believe I was there that night doing a restaurant review for the now-defunct Montauk Pioneer. After dinner, we joined East Hampton Police Chief Eddie Eckert and his wife for a drink. The “Chief” enjoyed an article I did about his mother being Grand Marshall for the Friends of Erin parade that year and suggested my wife and I have a drink with him and his wife. As our drinks were being prepared, a young 19-year-old walked into the bar section of the restaurant and declared, “Drinks for everyone at the bar on me!” 

 

It seemed he was celebrating a successful commercial fishing trip that had him at sea for a few days. He sat with us and explained that he was only 19 years old and owned his own commercial fishing boat, a house and also had a wife and kid. “I’ve done it all on my own!” he proudly said specifically to my wife and me. 

 

What he said next made me laugh, “You know everyone says buy a house, so I did. I paid cash. Boom I owned a house. But no one ever told me after you buy the house, all these expenses begin. Taxes, the electric bill, cable-TV bill, insurance, a gardener, repair men, the oil bill.” He laughed, then he said, “Now I work to support my house.” 

 

Thirteen years later, I wonder how he feels about buying that house in Montauk—perhaps a million dollars or two wiser.

 

My truest success happened when I decided to put two feet into a few hours’ old relationship. The woman who is now my wife asked me point blank only an hour or so after we first met if I was willing to put my “two feet into a relationship?” I said, “Why not?” Easily the best decision I have ever made and probably the best answer to a question I have ever given.

 

At the time, I had a dog, and her apartment complex prohibited dogs from being in rented apartments. So, then Cindi, not yet my wife bought a nice home, so no one could complain about my dog! The dog has since passed on, but the home has substantially increased in value. My wife loves to sit on her porch and write columns and play reviews. When she is on the porch, she is happiest. Like the day she looked up and a hummingbird was watching her write or two male deer eating the sunflower plants. That time she wasn’t so happy. Occasionally she calls out for me to come out to the porch and see the moon or an amazing sky of stars. I love to watch her cuddled up in the rocking chair I assembled, writing, reading, or doing research on the porch. 

 

Like I said, success comes in many forms, but it feels special.

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For decades, Brooke Shields has remained one of fashion and entertainment’s most recognizable faces—from iconic fashion campaigns and unforgettable red carpet moments to defining generations of beauty and style. But beyond the flashbulbs, Shields has always been fueled by something more lasting: community. After spending her childhood in the Hamptons, she still resides most of the year Out East today, where the quieter moments continue to shape her life. These days, she’s launching a clean haircare brand inspired by real conversations with women in her audience, and starring in and executive-producing a new TV series. Through it all, Shields is embracing reinvention with the same spark that first made her a household name.

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If you blinked while driving down Main Street in East Hampton this week, you might have missed it. Tucked behind a white-shingled cottage draped in ivy at The Maidstone Hotel, Stuart Weitzman quietly opened its first-ever Hamptons summer shopping installation, and it is exactly the kind of discovery that makes a summer out here feel special.

Stuart Weitzman Just Opened the Chicest Little Shop in the Hamptons

If you blinked while driving down Main Street in East Hampton this week, you might have missed it. Tucked behind a white-shingled cottage draped in ivy at The Maidstone Hotel, Stuart Weitzman quietly opened its first-ever Hamptons summer shopping installation, and it is exactly the kind of discovery that makes a summer out here feel special.

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There are a few places in the Hamptons where you can feel the entire summer happening at once. But, standing on the deck at the Surf Lodge, sunlight and bass bouncing across the waters of Fort Pond in Montauk, the solstice may need to be reconsidered.

Hamptons Summer 2026 Starts at the Surf Lodge

There are a few places in the Hamptons where you can feel the entire summer happening at once. But, standing on the deck at the Surf Lodge, sunlight and bass bouncing across the waters of Fort Pond in Montauk, the solstice may need to be reconsidered.

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  • Where coastal elegance meets high fashion. ✨
East Hampton continues to attract some of the world’s most coveted brands, transforming its charming streets into a summer destination for luxury shopping. From Chanel, Prada, and Louis Vuitton to Brunello Cucinelli, Loro Piana, Loewe, and Ralph Lauren, Main Street and Newtown Lane are lined with iconic fashion houses, blending coastal charm with world-class style. Which store front will you be walking into first? 👀 #hamptons #fashion #luxury #easthampton #shopping
  • Check Out The Top Hamptons Events This Weekend!

🌴 Palm Tree Music Festival
📅 Saturday, June 27 | 3 PM–11 PM
📍 Shinnecock Nation, Southampton
Experience an unforgettable day featuring Kygo, The Chainsmokers, Disco Lines, activations, food, and more.

🎤 Fetty Wap at The Surf Lodge
📅 Saturday, June 27 | 4 PM
📍 Montauk
Enjoy sunset views, cocktails, and a live performance from Fetty Wap at one of the East End’s most iconic venues.

🍕 2nd Annual Feed Family Fête
📅 Saturday, June 27 | 4:30 PM–7:30 PM
📍 Amber Waves Farm, Amagansett
Support Amber Waves Farm and the Feed Foundation with wood-fired pizza, farm-fresh fare, live music, and family fun.

🕺 Saturday Night Fever Disco Series
📅 Saturday, June 27 | 9 PM–1 AM
📍 The Clubhouse, East Hampton
Dance the night away with music from CK Beats and Chris Bachmann.

🥂 Eleanor Whitmore Early Childhood Center Summer Benefit
📅 Friday, June 26 | 5:30 PM–7:30 PM
📍 Mulford Farm, East Hampton
Celebrate the organization’s impact and honor community leaders during this annual summer kickoff event.

🌱 Sylvester Manor Farm to Table Benefit
📅 Saturday, June 27 | 6 PM–10:30 PM
📍 Shelter Island
Enjoy cocktails, dinner, dancing, and support one of Shelter Island’s most cherished institutions.

📚 An Evening with Pulitzer Prize-Winning Poet Philip Schultz
📅 Friday, June 26 | 6 PM
📍 BookHampton, East Hampton
Join Philip Schultz and Grace Schulman for an inspiring literary conversation.

🎆 Southampton Fresh Air Home’s American Picnic
📅 Saturday, June 27 | 7 PM–10 PM
📍 Southampton
A beloved family event featuring a carnival, barbecue, food trucks, and an incredible drone show.

🌸 Project MOST Summer Benefit
📅 Sunday, June 28 | 4 PM–6 PM
📍 Moby’s, East Hampton
Enjoy live jazz, cocktails, hors d’oeuvres, and a silent auction in support of local youth programs.

🎭 WHBPAC Presents: Improv With My Friends From Work
📅 Sunday, June 28 | 8 PM–10 PM
📍 Westhampton Beach Performing Arts Center
An evening of long-form improv featuring performers and writers from Saturday Night Live.

Which event are you heading to this weekend? 👇

#palmtreemusicfestival #hamptons #whbpac #surflodge #montauk
  • Delicious lunch, great atmosphere, and the perfect spot to slow down and enjoy a meal. 🍽️✨#sunsetbeach #lunch #shelterisland #dining
  • A Montauk sunset, endless summer energy, and Guy Gerber setting the soundtrack at The Surf Lodge. 🌊☀️ #guygerber #thesurflodge #montauk
  • Rounds at the U.S. Open ⛳️

Following Ryuichi Oiwa, Robbie Higgins, and Cooper Dossey as they tee it up on one of golf’s biggest stages.

#usopen #golf #shinnecockhills #southampton #golfclub
  • Check Out The Top Hamptons Events this Weekend

⛳ 126th U.S. Open Championship
📅 Now through Sunday, June 21
📍 Shinnecock Hills Golf Club, Southampton
The world’s top golfers return to historic Shinnecock Hills for one of golf’s most prestigious championships.

📚 Stirring the Pot: Padma Lakshmi
📅 Sunday, June 21 | 11 AM
📍 Guild Hall, East Hampton
Join Padma Lakshmi for a conversation about her new cookbook, All America: Tales, Travels and Recipes from Taste the Nation and Beyond.

🍷 Sunset at Wölffer with the Hoodoo Loungers
📅 Saturday, June 20 | 5 PM
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Enjoy rosé, live music, vineyard views, and a stunning Hamptons sunset.

😂 Elon Gold Live
📅 Sunday, June 21 | 8 PM
📍 Westhampton Beach Performing Arts Center
Spend an evening laughing with acclaimed comedian Elon Gold.

🏌️ Mini Open at CMEE
📅 Friday, June 19 | 9 AM–5 PM
📍 CMEE, Bridgehampton
Kids can join the U.S. Open excitement with a golf-themed scavenger hunt and prizes.

💃 Lloyd Knight at Guild Hall
📅 Saturday, June 20 | 7 PM
📍 Guild Hall, East Hampton
An immersive performance combining dance, spoken word, sound, and video.

🎨 Closing Party for “Uncharted Waters”
📅 Friday, June 19 | 6–8 PM
📍 The Corwith House, Bridgehampton
Celebrate the closing of artist Mark Seidenfeld’s solo exhibition.

🧘 Yoga with Victoria Gibbs
📅 Saturday, June 20 | 9:30–10:30 AM
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Start your weekend with an energizing yoga session led by NYC instructor Victoria Gibbs.

🛍️ Shop & Sip at Ramy Brook
📅 Saturday, June 20 | 12–3 PM
📍 Ramy Brook, Southampton
Shop the latest collection while supporting the Southampton Animal Shelter Foundation.

🍽️ Artists’ Table
📅 Saturday, June 20 | 12–2:30 PM
📍 The Watermill Center, Water Mill
Enjoy a unique farm-to-table dining experience paired with inspiring artistic conversation.

🏃 Beacon of Hope 5K
📅 Saturday, June 20 | 8–10 AM
📍 Montauk Point Lighthouse, Montauk
Run or walk through Camp Hero to support local women’s cancer organizations.

Check out more events at Hamptons.com (Link in Bio)
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