The Millionaire, The Madam, and the Marriage That Rocked Frisco

by kbronson | Sep 10, 2026 | Episodes

In October 1893, San Francisco society was rocked by the secret marriage of millionaire Charlie Fair and Maud Nelson, a well-known madam. The couple quietly crossed the bay to Oakland intending to elope without attracting attention. Instead, their wedding became front-page news.

Charlie was the son of Comstock silver millionaire and former U.S. Senator James G. Fair, while Maud had built a reputation and a business of her own in the city’s notorious late-nineteenth-century underworld.

The newspapers turned the marriage into a scandal, with increasingly outrageous stories about the couple. The San Francisco Examiner, in particular, crossed the line from sensational reporting into outright fabrication, even publishing a story that Charlie had been arrested for insanity.

Yet beneath the headlines was a much more complicated story. Maud appears to have become a stabilizing influence in Charlie’s life, eventually helping him reconcile with his family and take their place among San Francisco’s wealthy elite. Their remarkable story takes us from the city’s parlour houses and high-society mansions to European travel, the emerging world of automobiles, and a final chapter that would leave millions of dollars—and the question of what really happened—to be fought over in court for years.

The Secret History of Frisco

Elmer “Bones” Remmer

After running the Cal-Neva Lodge in the 30s, Bones came to San Francisco and took his mantle as the Bay Area’s the king of vice.

Jimmie Tarantino

Editor of the Hollywood Nite Life scandal sheet, extortionist, blackmailer, Jimmie was the prince of smears and innuendo.

Bill Wren

Managing Editor of the SF Examiner, Bill Wren ran the city, played the horses, and didn’t like to pay up when he lost a bet.

Bob Patterson

As Freddie Francisco, Bob was the biggest gossip columnist of all, also a convicted embezzler and thief. A great writer, too.

Shell Cooper

Bones Remmer’s lieutenant. Cooper and Varni’s bar was a feeder saloon to nearby brothels and filled with b-girls.

Sally Stanford

Sally ran the city’s high-end brothels, catering to the city’s power elite. She eventually became the mayor of Sausalito.

Frank Sinatra

Frank was an early investor in Hollywood Life magazine. After Jimmie shook him down for $8K, Jimmie had to leave LA.

Mickey Cohen

Mickey Cohen was Hollywood’s flamboyant gangster, the southern California equivalent to Bones Remmer

Thomas Lynch

San Francisco’s District Attorney. An ally of Bill Wren, he went after the purveyors sin in the city’s Tenderloin district.

Herb Caen

Gossip columnist at the SF Chronicle and creator of the modern myth of San Francisco, cool grey city of love.

Louella Parsons

Syndicated Queen of Gossip and screenwriter for William Randolph Hearst’s newspaper and radio empire.

Estes Kefhauver

The Senator’s committee revealde the extent and scope of organized crime’s influence over the United States.

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“Will Freddie Francisco, former inmate of Sing Sing, be permitted to sit arrogantly upon a throne of pen and ink and splash spiked words that cause tears and unhappiness to S.F. business men and their families?

“Freddie Francisco, alias Bob Patterson, once posed as a member of royalty. He assumed the title of a Count, under the name of Maximilian B.H.M. Carlton as the son of Marquis of Gahnst and a subaltern in the Black Watch regiment, and as such was arrested in Tucson, Arizona and on Jan. 27, 1928, was arrested for grand larceny by the Chicago Police. (Can you picture columnist Francisco as a count?)”—Jimmie Tarantino, Hollywood Life Magazine.

“It doesn’t take much to produce a good merchant of cash-and-carry love: just courage, an infinite capacity for perpetual suspicion, stamina on a 24-hour basis, the deathless conviction that the customer is always wrong, a fair knowledge of first aid, do-it-yourself gynecology, judo, and a tremendous sense of humor. Aside from these basic talents, a good madam must possess an understanding of female psychology (in the broadest sense), a knowledge of quick therapies for restoring drunks to a state of locomotion (out the door), and a grasp of techniques for the eradication of pimps. With these qualities, and a few others, you may develop into a self-respecting madam. —Madam Sally Stanford (allegedly ghost-written by Freddie Francisco himself)