Frank Sinatra, Dean Martin, And The Beverly Hills Brawl That Went Too Far

Frank Sinatra, Dean Martin, And The Beverly Hills Brawl That Went Too Far


September 4, 2025 | Jesse Singer

Frank Sinatra, Dean Martin, And The Beverly Hills Brawl That Went Too Far


A Night That Turned Ugly...And Almost Deadly

The Polo Lounge was famous for glamour, cocktails, and star sightings—not blood on the carpet. But on June 8, 1966, a birthday celebration for Dean Martin turned into one of Hollywood’s most notorious brawls. As one columnist later quipped: 

It wasn’t music or martinis that rang out that night—it was a telephone.

Setting the Scene

The Polo Lounge at the Beverly Hills Hotel was the Rat Pack’s playground. Celebrities rubbed shoulders, deals were cut, and Sinatra’s crew ruled their corner booth. Each table had its own pink telephone, which Time described as “whimsical props for the powerful”—but one became a weapon.

File:Beverly Hills Hotel dining room 1913.jpgArchitectural and Building Press New York, Wikimedia Commons

Advertisement

Dean Martin Turns 49

On June 7, 1966, Dean Martin marked his 49th birthday. By the next evening, the party hadn’t slowed. Sinatra, Martin, Jilly Rizzo, and actor Richard Conte filled their booth with laughter and scotch. “Dean’s parties could run for days, but they weren’t supposed to end in ambulances,” remembered one insider.

File:The Rat Pack with Jack Entratter at the Sands 1960.jpgDell Publishing, Wikimedia Commons

Advertisement

Enter Frederick Weisman

At a nearby table sat Frederick Rand Weisman—the 54 year old retired president of Hunt Foods, and avid art collector. To most, he was quiet and refined. But that night, his clash with Sinatra’s crew turned him into a tragic headline.

File:Frederick Wiseman (cropped).jpgCharles Haynes from Bangalore, India, Wikimedia Commons

Advertisement

A Clash of Vibes

The Rat Pack’s table was raucous—leading Weisman to complain. Later reports claim Sinatra snapped back with barbs of his own. A Los Angeles Times snippet described it simply: “Noise, liquor, and tempers combined to spark one of Beverly Hills’ most violent nights.

File:Frank Sinatra (1966 publicity photo - A Man and His Music Part II).jpgDistributed by CBS-TV. Photograph credited to the CBS Television Network Photo Division., Wikimedia Commons

Advertisement

Words Get Heated

Conflicting accounts abound. Sinatra claimed Weisman cursed at him; others say Sinatra’s insults came first. Either way, Beverly Hills police confirmed: “Tempers flared. Insults were exchanged.”

Words Get HeatedBHPD, Wikimedia Commons

Advertisement

Dean Tries to Cool It Down

Dean Martin, always the smoother of the two, tried to break the tension. Jerry Lewis once said of him: “Dean was allergic to conflict. He wanted the golf course, not the courthouse.But Dean’s calming didn’t work this time.

File:Dean Martin - publicity.JPGStudio, Wikimedia Commons

Advertisement

Sinatra Loses Control

Witnesses recalled Sinatra’s voice booming. Known for his charm one minute and fury the next, he reportedly rose from his seat, fists clenched. A later biographer described him as “a man who could go from crooner to combatant in sixty seconds.”

PhilPhil, Pexels

Advertisement

Fists Fly

The first shove was followed by punches. Weisman lunged, Sinatra swung, and chaos erupted. Time noted: “Chairs scraped and voices rose; it was not a lounge but a battlefield.

File:Polo Lounge, inside (3715406002).jpgAlan Light, Wikimedia Commons

Advertisement

The Infamous Pink Telephone

At the height of the fight, someone grabbed the pink table phone. Some insist Sinatra wielded it, others finger Jilly Rizzo. It's been put bluntly in some publications: “The phone came down on Weisman’s head again and again.”

File:NTT 675S-A2 Phone (22071313374).jpg先従隗始, Wikimedia Commons

Advertisement

A Sickening Sound

The receiver cracked across Weisman’s skull. Blood spilled. Patrons gasped. As one onlooker later said: “You could hear the thud, and suddenly everyone knew—it had gone too far.

WikiImagesWikiImages, Pixabay

Advertisement

Dean Gets Dragged In

Dean Martin caught a stray fist. He left with a black eye and bloodstained shirt. A Rat Pack associate recalled: “Even on his birthday, Dino couldn’t escape Frank’s mess.”

File:Dean Martin 1958.jpgNBC Photo by Elmer Holloway, Wikimedia Commons

Advertisement

Sinatra’s Injuries

Sinatra himself was battered—sporting a black eye and sling. Pilot Clay Lacy remembered picking him up at Burbank Airport: “Frank had his arm in a sling, Dean had a black eye, and they were going to hide out for a few days.”

File:ClayLacy.jpgNick Gray, Wikimedia Commons

Advertisement

Weisman Down for the Count

Weisman was rushed to Mt. Sinai Hospital. Surgeons performed a two-hour brain operation. Police reports noted: “Subject arrived unconscious with severe head trauma.”

File:Operating room aboard USS Sanctuary (AH-17) off Vietnam, in 1967.jpgU.S. Navy, Wikimedia Commons

Advertisement

“He Could Have Died”

Weisman slipped into a coma. Beverly Hills Police Chief Clinton Anderson told reporters: “Mr. Weisman has not regained consciousness since his admission Wednesday night.”

Engin_AkyurtEngin_Akyurt, Pixabay

Advertisement

Panic Among the Rat Pack

Sinatra and Martin skipped town. Their absence sparked speculation. A gossip columnist wrote: “They vanished like guilty men, though neither had yet been charged.

File:Dean Martin Frank Sinatra Dean Martin Show 1958.JPGNBC Television, Wikimedia Commons

Advertisement

Police Get Involved

Police questioned both stars. Sinatra told Time: “He lunged at me. I defended myself, naturally.” He denied hitting Weisman. But the “telephone” story spread faster than the official line.

File:Frank Sinatra (1957 studio portrait close-up).jpgPhotograph by Capitol Records, per a credit found in the 1959 edition of the International Celebrity Register at page 696. No known source credits an individual photographer., Wikimedia Commons

Advertisement

A PR Nightmare

For Sinatra, this was a disaster. Headlines painted him violent, reckless. A reporter quipped: “Ol’ Blue Eyes had a black eye of his own, and his image took one too.”

File:Frank and Nancy Sinatra 1966.jpgCBS Television, Wikimedia Commons

Advertisement

Dean’s Dilemma

Dean Martin loathed the scandal. As one biographer put it: “Dean hated fights. He hated drama. He just wanted to have a drink, sing a song, and go home.”

File:Dean Martin 1948.jpgNBC Photo-NBC, Wikimedia Commons

Advertisement

The Pink Telephone Becomes Legend

The Polo Lounge’s whimsical phones turned infamous. As one Hollywood Reporter columnist later joked: “Only in Beverly Hills could murder nearly be committed with a pastel prop.

white and pink rotary phoneNathan Dumlao, Unsplash

Advertisement

Who Really Hit Weisman?

The central mystery lingers: was it Sinatra, Rizzo, or someone else? Although there are those who insist Sinatra did it. Sinatra told Time: “I never saw anyone hit him.” The truth remains contested.

File:Frank Sinatra - Philippe Halsman.jpgPhilippe Halsman, Wikimedia Commons

Advertisement

Lawsuits Avoided

Remarkably, no charges were filed. Weisman couldn’t remember the fight. Sinatra’s lawyer Mickey Rudin reportedly ensured, “It never saw a courtroom.”

File:Boone County Courthouse 1909 courtroom.jpgBrandonrush, Wikimedia Commons

Advertisement

Hollywood Shrugs It Off

In 1966, stars held sway. A columnist later reflected: “If any other man had fractured a skull with a phone, he’d be in prison. Sinatra had another martini.”

File:Frank Sinatra (1942 photo portrait).jpgPhotograph taken by George Hurrell for Metro-Goldwyn-Mayer (MGM)., Wikimedia Commons

Advertisement

Sinatra’s Temper Confirmed

This wasn’t Sinatra’s first brawl. He’d swung at photographers before. Gay Talese once said: “With Frank, the fight was never far from the song.”

File:Gay Talese by David Shankbone cropped bw.jpgGay_Talese_by_David_Shankbone.jpg: David Shankbone derivative work: The Illusional Ministry (talk), Wikimedia Commons

Advertisement

Dean Distances Himself

Though they remained friends, insiders noticed a shift. One friend said: “Dean loved Frank, but he didn’t love Frank’s trouble.”

File:Frank Sinatra & Dean Martin (circa 1963).jpgDistributed by Warner Bros., photographer uncredited and unknown., Wikimedia Commons

Advertisement

Weisman’s Recovery

Against the odds, Weisman survived. Later, he became a giant in the art world. An art critic once wrote: “His collection was legendary—but so was the night he nearly lost it all.”

1201912019, Pixabay

Advertisement

Weisman Never Remembered

Weisman himself claimed he remembered nothing. “It’s a blank,” he reportedly told friends—a merciful gap in memory.

Leeloo The FirstLeeloo The First, Pexels

Advertisement

Sinatra’s Black Eye in Photos

Photos of Sinatra’s swollen face ran in papers. They were proof, as one headline read: “Chairman of the Board Gets Decked.”

File:Frank Sinatra by Nikolas Muray, Modern Screen, Jan. 1947.jpgNickolas Muray, Wikimedia Commons

Advertisement

The Rat Pack Image Hardens

The brawl cemented the Rat Pack’s wild reputation. A historian noted: “They were loved because they lived like outlaws in tuxedos.” And as one columnist summed it up: “The fun was real, but so was the violence.”

File:Cal-Neva Casino, NV, Lake Tahoe, The Rat Pack 9-2010 (5782322671).jpginkknife_2000 (7.5 million views +), Wikimedia Commons

Advertisement

A Story That Won’t Die

Books, biographies, documentaries—it’s retold endlessly. Sinatra’s biographer James Kaplan said: “There’s truth and myth, and with Frank, they were always intertwined.”

File:Mitchell james kaplan headshot.jpgArmchair Voyager, Wikimedia Commons

Advertisement

The Lasting Question

Even now, fans debate: was Sinatra guilty, or was he shielded? As one writer observed: “The only man who knew for sure was unconscious in a hospital bed.”

a mural of a man with a hat and tieAlesan Aboafash, Unsplash

Advertisement

Rat Pack Lore Forever

The 1966 Polo Lounge fight became legend. Today, it’s remembered as one of Hollywood’s wildest nights—when a birthday party nearly turned to murder, and a pink telephone became a weapon of myth.

Rat Pack Lore ForeverIrv Glaser, Lou Blackburn, William Warren, Wikimedia Commons

Advertisement

You Might Also Like:

Dark Facts About Donald O’Connor, Hollywood’s Tragic Clown

Actors Who Are Nearly Unrecognizable Off Camera

The Most Infamous On-Set Meltdowns

Sources:  123


READ MORE

Goldie Hawn Laugh-In
January 16, 2026 Jesse Singer

Pop Culture References Baby Boomers Love That Most Millennials Wouldn't Understand

Boomers often assume these references are universal—timeless, obvious, self-explanatory. Millennials hear them and nod politely, the same way you do when someone explains a dream that only mattered to them.
January 16, 2026 J. Clarke

When Phil Collins lost his marriage to fame, his heartbreak poured into “In The Air Tonight,” the song that still defines him.

Some songs feel like diary entries accidentally left on the radio. “In The Air Tonight” is one of those rare tracks that sounds less like a hit single and more like a private meltdown set to echoing synths and a famously delayed drum fill. By the time Phil Collins released it in 1981, he wasn’t trying to reinvent pop music—he was trying to survive the wreckage of his personal life. What came out instead was a haunting anthem that turned private heartbreak into public mythology and permanently fused Collins’ name to four minutes of restrained fury.
January 15, 2026 J. Clarke

Loretta Lynn was banned from radio for “The Pill,” but her defiance helped pave the way for future female country stars.

Country music has never been short on heartbreak, sin, or scandal—but for decades, it preferred those topics safely filtered through male voices. Then Loretta Lynn showed up and started singing about women’s lives the way women actually lived them. When she released “The Pill,” the genre wasn’t just uncomfortable—it panicked. The backlash was fierce, the bans were real, and the conversation she sparked never stopped echoing.
January 15, 2026 Jane O'Shea

Actresses Who Didn't Let Fame And Fortune Turn Them Into Bad People

Some actresses just have it. That rare combination of talent and heart that makes them unforgettable. Apart from conquering Hollywood, these phenomenal women quietly changed lives when cameras stopped rolling.
January 15, 2026 Jesse Singer

Everyone Hated These Songs On The Radio In The 70s. We Need More Like Them In 2026

In the 1970s, radio was full of songs people loved to complain about—some because they were overplayed, others because they were bold, obvious, theatrical, or even a little embarrassing. People groaned, mocked them, and secretly knew every word. Ask those same listeners today, and most would probably admit that this kind of fearless personality is exactly what modern music is missing.
January 14, 2026 Jack Hawkins

The Weirdest TV Merchandise Ever Made

Discover the strangest TV merchandise ever made, from bizarre toys and scented candles to questionable collectibles inspired by iconic television shows. This entertaining list dives into 25 officially licensed TV products so weird they have to be seen to be believed.