On February 20, 1925, longtime career criminal, Richard “Candy Kid” Whittemore, escaped from the Maryland state penitentiary after killing prison guard Robert Holtman.

He reunited with his wife Margaret Whittemore, known as Tiger Lil and the Tiger Girl, & began recruiting a team of stick up artists and hold up men such as Bernard Mortillaro, Pasquale Chicarelli, Joseph Ross, Morris "Shuffles" Goldberg, Leopold Gilden, Anthony Paladino & brothers Jake & Leon Kraemer.

Before Bonnie & Clyde ever captured the attention of America, the United States had Richard & Margaret, affectionately known as The Candy Kid & The Tiger Girl. The Whittemore Gang would commit a series of bank robberies in 2 states during a 12-month period.

The gang, went on the year-long crime spree committing payroll, bank, & jewelry robberies in Maryland & New York, before their capture, when they were arrested in 1926 for a major bank holdup & double murder in Buffalo, New York.

The gang committed its 1st armed robbery, only 4 days after Whittemore's prison escape, when they ambushed a Western Maryland Dairy payroll shipment, in Baltimore. The driver & a guard were shot during the robbery & the gang escaped with $16,034 in cash. 3 weeks later, the gang robbed Baltimore bank messenger J. Wahl Holtzman of $8,792 in broad daylight, beating him unconscious & then stealing the money he was carrying.

These robberies soon attracted the attention of authorities & Whittemore decided to move the gang to New York City, where they could start again.

On April 5, they robbed the Metro Sacks jewelry store on West 125 Street, taking an estimated $16k in cash & precious stones. On May 9, the gang held up Manhattan jeweler Jacques Ross on Grand Street & took $25k in diamonds from him.

A month later, they also hit Buffalo when, on June 1, they raided the Levy Jewelry Company & stole $50k worth of jewelry. Weeks later, they were back in Manhattan, where they robbed Stanley's jewelry shop on July 16, escaping with another $50k in jewelry. On September 14, the gang stole a similar amount at David Brick's jewelry store on 3rd Avenue.

On October 5, they stole an estimated $30k from Linherr's jewelry store on 6th Avenue &, 2 weeks later, robbed salesman John Sandford, employed by Laster & Son, as he parked his car on Broadway. Whittemore & his gang got away with $25k worth of watches & jewelry.

On October 29, 1925, 6 unidentified gunmen hijacked an armored truck en route to the U.S. Federal Reserve. Once stopping the truck, they killed both the driver & guard, then escaped with $93k in cash. The robbery made headlines across the country, as Harry Harris & his gang were initially identified by witnesses. Eventually Whittemore was arrested on unrelated charges & became the prime suspect in this robbery.

Dutch Andersonn was also named as a possible suspect, but the case eventually remained unsolved. Although it is unclear whether the Whittemore Gang was responsible for the Buffalo robbery, their leader made the news that same month, for altogether different reasons, when Whittemore allegedly attempted to kill bootlegger Edwin Spike Kinney. Whittemore confronted Kinney, at a Baltimore roadhouse on Halloween, accusing him of having an affair with his wife Margaret, & shot him. Kinney later identified Whittemore as his assailant to police.

By the end of the year, the Whittemore Gang had returned to New York. On December 2, 1925, they stole $75k in diamonds from M.G. Ernest's jewelry store on Columbus Avenue. 3 weeks later, they held up Nassau Street jeweler Folmer Prip for an estimated $10k. On December 26, 3 days after their latest robbery, gang member Joe Ross was found shot to death in Elizabethtown, New Jersey, in what is still an unsolved gangland slaying.

The gang rested up for the next week or 2, before striking again. On January 11, 1926, they robbed Belgian diamond merchants Albert Goudris & Emanuel Veerman on West 48th Street, in Manhattan. This was their most successful haul yet, having gotten $175k in gems, but this was also to be their last robbery.

They spent the next 9 weeks celebrating, spending much of their loot, According to federal watchdog Harry Anslinger, many, if not all, of the gang were using heroin by this time. Their drug use may have been the contributing factor for their capture, when the New York Police Department were able to arrest 8 of the surviving gang members, on March 19, without firing a shot.

Whittemore was 1st tried in Buffalo, for the armored car hijacking, but the trial ended in a hung jury on April 27, 1926, & a mistrial was declared. 1000s of onlookers outside the courthouse in Buffalo greeted the announcement with cheers of celebration. It’s hard to explain in today’s context, but in the 1920s, for some reason, the criminals were sometimes seen as the good guys. Although the charges were dropped, Whittemore was extradited to Maryland, where he was charged with the murder of prison guard Robert Holtman.

He was convicted on May 21, 1926 & condemned to death on June 10, 1926. Shorn of his death guns & the support of the members of the gang of youthful bandits, Whittemore had led through a brief, but spectacular year of crime & robbery, & was finally led to the death chamber, which had been prepared for him a few minutes after midnight.

Whittemore spent the last several hours of his life alone. His wife, her widow’s weeds already purchased, bade him an anguished good-by in the afternoon. The “Kids’s” broken-hearted father, his brother, Rawlings V. Whittemore, jr., & his sister-in-law- Mrs. R. V. Whittemore, jr., accompanied her. There seemed to be nothing of affected bravado, as Dick urged them to remain calm. “Come on now, Chickie,” he urged his wife, “be brave.” His last concern was mostly for the woman he loved, the “Tiger Girl,” who, even as she came from the penitentiary, had revenge & hate in her heart.

At 8 o’clock the Whittemore ate an especially prepared meal with strongly Italian flavor. He asked for wine, but that was denied. The Candy Kid was hung on Friday, August 13, 1926. 2 other members of the gang, the Kraemer brothers, were convicted on robbery charges & sentenced to 40 years each in a New York prison. Margaret Whittemore was arrested, but never convicted for her roles in any of the crimes.

According to the newspapers of the time, Margaret “Tiger Girl” Whittemore eventually remarried, settled down in her native Baltimore, & subsequently disappeared from the public eye. She died at age 90 on April 13, 1993.

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THE WORLD FAMOUS HISTORY AND PAST EVENTS

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