Remembering Benjamin Pepper

Benjamin Pepper — the World War II veteran who served as grand marshal of the 2023 Memorial Day parade, after living quietly for many decades in Westport — died peacefully at his home here on April 29, surrounded by loved ones. He was 100 years old.

Born in the Bronx on July 5, 1923, to Max and Betty Pepper, he was the oldest of three brothers.

Benjamin enlisted in the Army on January 1, 1943, and trained as a paratrooper in the 507th Parachute Infantry Regiment.

He was involved in the invasion of Normandy and later the infamous Battle of the Bulge, for which he received the Purple Heart military decoration.

Ben Pepper, as 2023 grand marshal. (Photo/Ted Horowitz)

In 1947 he married Frances Rice. They were together for 70 years, until her death in 2018. They were entrepreneurs who owned the photography business Allyn Studio in Stamford for over 30 years, as well as the Kiddie Kloset and Just 4 Boys and Girls clothing stores in Norwalk.

They enjoyed a very active life, spending time with family, traveling the world, and at their homes in Westport and Boynton Beach, Florida.

Benjamin is survived by his son David (Gail) of Westport; grandchildren Abby Baker and Scott Pepper, and great-grandchildren Henry, Benjamin, Miles and Liam.

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In January of 2023, “06880” published this full story about Benjamin Pepper’s life:

Westport has long been proud of World War II veterans like Leonard Everett Fisher and Joe Schachter, and the late Ted Diamond and Howard Munce.

We honor them on Memorial Day. We listen to and read recollections of their service. We thank them often (though probably not enough).

We’ve done none of that for Ben Pepper.

He was a paratrooper. He earned a Purple Heart at the Battle of the Bulge. He’s lived in Westport since 1958.

Yet we’ve never seen him on Memorial Day. Most of us have never heard his name.

That’s his decision. He has chosen never to march or ride in the May parade. He still has his medals, his dog tag, his photos — and his Army jacket — but he has always been low-key about them.

Ben Pepper. (Photo/Dan Woog)

Perhaps this Memorial Day — less than 2 months before his 100th birthday — that will change.

Westport would be honored to honor him. He lives in his longtime home — alone, after his wife Frances died — and has nearly a century of stories to tell.

Yesterday — sitting in his son David and daughter-in-law Gail’s Wilton Road house — he told some of them.

Pepper’s parents came from Austria-Hungary. His father had a window cleaning route.

Pepper was born on July 5, 1923 in the Bronx. He grew up near the Grand Concourse.

Ben Pepper, on his bar mitzvah day.

After graduating from DeWitt Clinton High School, he headed to aeronautical school at La Guardia Airport.

But World War II was underway. He was soon drafted, and ordered to report to Grand Central Terminal on New Year’s Day, 1943.

(His younger brother Armand enlisted — without his parents’ permission. His mother brought him home. When he was old enough he joined the Army Air Forces, and served in the South Pacific. He is 97, and lives in Naples, Florida.)

Pepper was sent first to Fort Dix, then to a new tank training center at Camp Hood in Texas. He felt unsuited to tank operations, and asked for a transfer.

He got one: to paratrooper school at Fort Benning, Georgia.

“I was 19. I didn’t know what I was getting into,” Pepper says.

Ben Pepper: in the Army.

After stops in North Carolina and Maryland, his 507th Parachute Infantry Regiment was sent to Northern Ireland, then Sherwood Forest in England.

Pepper would have been part of D-Day. But he had broken his back on an earlier jump, and was in a near-full body cast.

Many of his fellow paratroopers never made it home that June day.

He recuperated in time for another important, gruesome battle: The Bulge. But on Christmas Day 1944, his flight to France crashed on takeoff. Everyone survived.

Instead he was driven to the Ardennes forest, between Belgium and Luxembourg.

“There was a lot of shooting,” he remembers.

A German shell hit the edge of his foxhole, but did not explode. Ten minutes later, a fellow soldier stood up in the same foxhole. A bullet killed him instantly.

Pepper got frostbite in the brutal cold — his rifle was frozen too — and earned a Purple Heart for it.

Ben Pepper’s Purple Heart, dog tag and other mementoes. (Photo/Dan Woog)

Soon, he was assigned to guard a former German schnapps factory. “We were 20-year-old kids, with all the booze you’d want,” he laughs.

After Pepper’s discharge in October 1945, he answered an ad to be a photographer. “Why not?” he figured.

That started a long career. In 1953 he opened his own studio — Allyn — on Atlantic Street in Stamford. By then he’d met and married Frances; their son David was 5.

Ben Pepper (center left) and fellow members of his photography school class.

Pepper also opened liquor stores, in Stamford and Norwalk. Frances started her own Kitty Closet shops on Westport Avenue in Norwalk.

In 1958 they bought property on what was then Blue Ribbon Farm, on North Avenue just past Cross Highway. They built a home on what is now Blue Ribbon Lane. He’s lived there ever since.

Ben Pepper, back in the day.

In 1960 the Peppers helped build Temple Israel on Coleytown Road. They spent the rest of their married life raising David (a Staples Class of 1966 graduate), traveling (including China before it opened to the West, the USSR, Africa and Asia), and working.

David and Gail have 2 children, both Staples graduates. They’ve given Pepper 3 great-grandchildren.

All would be proud to see “Private Benjamin” Pepper be honored at Westport’s Memorial Day parade.

He’s not so sure.

“My jacket wouldn’t fit,” he protests.

It would. Pepper is in great shape.

And Westporters of all ages would be inspired to salute him in it.

(Hat tip: Arlene Yolles)

8 responses to “Remembering Benjamin Pepper

  1. Greatest Generation. RIP sir…

  2. Mary L Schmerker

    We owe Benjamin Pepper our gratitude for his service to our Country and for his quiet dignified presence. We need to know the “stories” and to remember the service of those who were the greatest generation.

  3. Michael Calise

    An amazing life story and a credit to our nation. May you rest in peace Proud Soldier!

  4. Jack Backiel

    I echo the sentiments of Michael Calise! Also, I remember a Diane Pepper who lived on North Maple Avenue. My guess is she’d be close to age 80. Not sure If she’s related to Ben Pepper.

  5. Helen Ranholm

    What a lovely person to have had in our lives,

  6. Patty Kondub

    Thank you for this wonderful story of a brave man.

  7. RIP Sergeant Pepper TAPS TAPS 🇺🇸 AIRBORNE ‼️

  8. Brian Strong

    It is so wonderful that the memories of the brave are
    Being preserved here. Thank you.