Dean Speir of Westhampton Beach Dies October 26

icon 1 Photo
Dean Speir

Dean Speir

authorStaff Writer on Nov 13, 2023

Dean Speir of Westhampton beach died on October 26. He was 83.

Born in Brooklyn on September 12, 1940, to Marianna (nee Downing) and Frank Speir, he spent much of his childhood as a military brat crisscrossing North America in the family plane, often taking the yoke from his father. He developed an enduring affection for sailing while navigating the waterways of Long Island.

After attending Choate preparatory school, Speir enrolled in Adelphi University as an English major, where he discovered his profound love of theater, music, and writing. Following graduation in 1963, he took the road less traveled and left a trail of provocation and inspiration in his wake, his family said.

His career choices were as wild and unpredictable as his spirit, they said. Alternatively and sometime concurrently, he was a writer for the local paper, a graphic arts designer who operated his own studio, a movie reviewer for multiple East End radio stations under the pseudonym Waldo Lydecker, a cook on a sailboat in the Caribbean, a federally licensed firearms dealer, an expert witness for the courts and even a kitchen knife salesman.

Though fond of travel, Speir’s heart never strayed far from his beloved hometown of Westhampton Beach. A haven of solace, it was the backdrop of his most treasured moments, according to his family. Despite his involvement in local politics since the tumultuous 1960s, he was no politician. He was, in his own words, a lover of the village, a sixth-generation child of its embrace. A fixture at village meetings for many years, he served on the Zoning Board, the Ethics Board, and even threw his hat into the ring as a candidate for village trustee.

A man unapologetically strong-willed, Speir charged headfirst into life, never second-guessing his decisions or bending to anyone’s will, his family noted. He was an iconoclast, a true non-conformist who refused to bow to the whims of a mundane world.

“As Dean Speir sailed towards the sunset, he did so with an infectious laugh that echoed through the years, a razor-sharp intellect that cut the darkness, and a spirit that defied definition,” his son, Colin, wrote. “He raged against the dying of the light until the moment of his choosing, embracing that final adventure with courage and grace. On October 26, he slipped peacefully into the embrace of sleep. Rest easy, Dean, for your journey continues on a different horizon, where the words flow like the sea, the music never stops, and the stage is forever yours.”

Speir leaves behind a legacy that matches the intensity of his life, his family said.

He is survived by his wife, Jeanne; his children, Peggy and Colin; his grandchild, Elanora; his stepchildren, Katrina, Baier, and Sharron; and his sister Gail.

You May Also Like:

A New 27east and More Big Changes for The Express News Group

The Express News Group is launching a brand-new 27east.com this month, a major step forward ... 13 Dec 2025 by 27Speaks

Fractures Showing on Southampton Village Board Over Issues Like Meeting Agendas, Records Release, Workforce Housing and More

There was a period of time, not too long ago, when the Southampton Village Board could be counted on to pass almost any resolution or legislation with a 5-0 vote. It happened so frequently, in fact, that many residents began to question if that kind of uniformity of thought was healthy for the village, or if it was a sign that the art of dissent had been lost, along with a willingness to thoughtfully examine both sides of any given issue. One thing’s been made clear in the second half of the calendar year — that period of smooth sailing ... 12 Dec 2025 by Cailin Riley

East Quogue Engineer's Dazzling Light Show Brings Joy and Raises Money for St. Jude Children's Hospital

​When Joseph Commisso was a child, growing up in East Quogue, he remembers making a ... by Cailin Riley

Southampton Police Reports for the Week of December 11

WESTHAMPTON BEACH — Dario Vasquez, 26, of Hampton Bays was arrested by Westhampton Beach Village Police on December 9 and charged with driving while ability impaired by alcohol, a misdemeanor. At 1:09 a.m., Police said they observed a blue Chevrolet Silverado traveling west on Mill Road in an unsafe manner by failing to maintain its designated lane. Officers conducted a traffic stop at the intersection of Mill Road and Wayne Court. The driver exhibited signs of intoxication and was placed under arrest, according to police. FLANDERS — Walmer Santos-Alvarez, 25, of Riverhead was arrested by Southampton Town Police at about ... by Staff Writer

Southampton Community Packs a Truckload of Holiday Cheer for Families in Need

Southampton Town residents have once again shown their generosity by contributing to the Southampton Town ... by Staff Writer

Harmony for the Holidays

Let’s be real: As jolly as the holidays can be, they can also be overwhelming. ... by Jessie Kenny

Dear Neighbor

Congratulations on your new windows. They certainly are big. They certainly are see-through. You must be thrilled with the way they removed even more of that wall and replaced it with glass. It must make it easier to see what is going on in your house even when the internet is down. And security is everything. Which explains the windows. Nothing will make you feel more secure than imagining yourself looking over the rear-yard setback from these massive sheets of structural glass. Staring at the wall has well-known deleterious impact, and windows the size of movie screens are the bold ... 11 Dec 2025 by Marilee Foster

I Can Dish It Out

Our basement looks like the final scene in “Raiders of the Lost Ark,” where the (found) ark is crated and wheeled into the middle of a government warehouse with stacked crates going on for miles. In other words, we have a lot of stuff. This tracks. Mr. Hockey and I have been married for 36 (according to my calculator) years. We’ve had four (no calculator needed) pucks. We’ve lived in seven (according to my fingers) different homes in three (no calculator or fingers needed) countries. In 2010, we moved back to East Hampton full time. We brought everything we had ... by Tracy Grathwohl

The Urgency of Real

The Hamptons International Film Festival typically takes up a lot of oxygen in the fall on the South Fork, but it’s worth celebrating a slightly smaller but just as vital event in late autumn: the Hamptons Doc Fest. Running this week for its 18th year, the festival of documentaries was founded by Jacqui Lofaro and has become an essential part of the region’s arts scene every year. It’s a 12-month undertaking for Lofaro and her staff, and the result is always a tantalizing buffet of outstanding filmmaking, not to mention unforgettable stories. The arrival of the era of streaming services ... 10 Dec 2025 by Editorial Board

Proceed With Caution

Overlay districts are a common zoning tool used by many municipalities. Southampton Town has used them to varying degrees of success — the aquifer protection overlay district has been a winner; a downtown overlay district in Hampton Bays less so — in various parts of the town. They essentially look at the existing zoning, then allow those rules governing what can be done on properties to be reconsidered if there’s a newer concern to be addressed. In a bid to clean up the process for creating more affordable housing, the Town Board is looking at a new overlay district that ... by Editorial Board