Anna Wood could have been the poster child for the Jazz Age in Oshkosh. She was everything a young woman was not supposed to be: rebellious, independent, daring. She liked men. She liked liquor. She was free.
Anna became Oshkosh famous in 1923, when she ran a downtown speakeasy, dancehall and jazz club called the Twilight Garden.
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The former home of the Twilight Garden at what is now 19 & 21 Waugoo Avenue. The club occupied the second floor of the middle building among the three adjoining structures shown here. |
The Twilight Garden was a couple of miles from where Anna was raised, but it was ages away from her Southside start. She was born Anna Poeschl in 1892. Her parents had come to America from Southern Bohemia a few years earlier.
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Anna's father, Gottfried Poeschl. |
The Poeschls were Southsiders, conservative Catholics whose social life revolved around the St. Vincent’s Parish on Oregon Street. Later, they moved over to Knapp Street and joined the Sacred Heart Parish. Anna’s old home still stands, a couple of doors up from Sacred Heart Church.
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417 Knapp Street, Anna’s former home. |
Marriage à Trois
Church going didn’t subdue Anna’s lust for life. At 13 she quit school. But not for lack of ability. Anna was bright and well spoken. But if school was too dull, her next tether wasn’t any better. Anna went to work at Paine Lumber. Her father also worked there. So did a man named Frank DuBois. He was a widower and 14-years older than Anna. DuBois got her pregnant in the summer of 1911. They married three months later. DuBois moved in with the Poeschls on Knapp Street.
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Frank DuBois |
Anna’s daughter, Jeannette DuBois, was born in early March 1912. The kid was five months old when Anna dumped the baby’s father. She divorced Frank and bounced him out of the house.
About a year later, Anna hooked up with another Southside woodworker. This one was named Joe Bloechl. He was closer to Anna’s age. They married in February 1914 and lived at the Knapp Street home with Anna’s parents. This marriage lasted three years. Bloechl divorced Anna, saying her treatment of him was cruel and inhuman. He would not be the last man to make that claim.
Anna was 26 when she netted her third husband, a guy named Robert Wood. He worked in his father’s flower shop next to Riverside Cemetery. Anna moved in with Wood above the flower store. But she wasn’t going to be dependent upon another man. Anna bought a new Dodge and launched a taxi business. Wood’s Taxi Line may have been the first Oshkosh business of its type owned and operated by a woman.
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Careful Lady Driver. Daily Northwestern, June 16, 1919. |
Anna had a provocative effect on her new husband. Robert Wood quit the flower shop and went to work for Anna. They bought a second taxi, a seven-seater, and moved into a downtown flat near the corner of Main and Waugoo. Anna hired a dispatcher and set up an office in their apartment. Anna’s daughter Jeannette migrated downtown with them. Wood had two kids of his own, but they lived with his former wife. The money he’d been sending them stopped after Anna came along.
Anna’s Twilight
The dry law spawned opportunities for those who could tolerate risk and buck the norms of polite society. Perfect for Anna. She terminated her taxi line and dove into the underground.
Around the corner from her apartment was a rowdy speakeasy and jazz club. The Twilight Garden opened in January 1922, above an undertaker, at what is now 19 & 20 Waugoo Avenue. It was launched by Henry Grusnick, a moonshiner. Grusnick was working up one of the largest bootlegging rings in Oshkosh.
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The Twilight Garden in relation to the location of Anna’s apartment, shown from the southeast corner of N. Main & Waugoo. |
The Twilight Garden wasn’t just a booze joint. It featured table seating surrounding a large dance floor where flappers hoofed to the sounds of jazz bands. Anna came into the picture early on, exactly when is unknown. But by the end of 1922 she was running the place. The club’s slogan – One Step Nearer the Moon – may have been a cunning reference to the moonshine served at the top of the stairs.
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With the street numbering change of 1957, the address for the Twilight Garden property became 19 & 21 Waugoo Avenue. |
Anna may also have been part of Grusnick’s larger bootlegging operation. The connection is suggested by the moonshine plant Anna established in a five bedroom flat she leased near the northwest corner of 8th and South Main.
As always, Anna pushed the limits. Inside the second-floor apartment were two whiskey stills and a makeshift packaging department. Her husband didn’t share her appetite for the wild life. Robert Wood was threatening to divorce her. Among his other complaints, Wood was inflamed by Anna’s frequent absences, insinuating that she was seeing other men. The couple reconciled. But Wood’s misgivings were soon borne out.
Oshkosh Police came to search the South Main Street apartment on the Friday afternoon of January 19, 1923. Neither Anna nor Wood was there. But Anna’s 10-year-old daughter Jeannette was. The little girl invited the cops into what was later described as “an extensive plant for the manufacture of illegal liquor."
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Daily Northwestern, January 20, 1923. |
The place must have reeked with the smell of whiskey making. The rooms were packed with barrels of mash, fermenting wash, distilling equipment, and bottled moonshine. The cops next searched the Twilight Garden. They came up dry. Anna and Wood were arrested later that afternoon and immediately pleaded guilty. They were each fined $250 (about $4,750 in today’s money). Anna, flush with cash, paid their fines and walked. Her husband walked in the other direction.
Robert Wood got scared straight. He wanted a divorce. His petition recounted Anna’s “cruel and inhuman” ways. Wood claimed Anna was “addicted to the use of vile and abusive language” and “beat and bruised” him unmercifully. He said she often strayed from their marriage. Wood filed for divorce and went back to the graveyard flower shop.
Two months after the first raid, the cops returned to Anna’s South Main Street apartment. It started like a replay of their January visit. Once again, young Jeannette was the only one home. But now, there was more moonshine, more equipment, and more raw materials on hand. The Daily Northwestern reported that the search “disclosed a situation which caused others conducted by the police to pale into comparative insignificance so far as quantity of contraband material is concerned. The patrol wagon was fairly filled.” Anna went to the station and turned herself in.
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City of Oshkosh police outside of the police station along with the patrol wagon that hauled away Anna’s distillery and moonshine. |
The cops also went back to the Twilight Garden. This time, they found the goods. They arrested John Mottl, an employee of Anna’s. Mottl divulged more to the police than he needed to. Anna had nowhere left to turn.
Chief of Police Arthur Gabbert was waiting for her when Anna was brought into court. After her first arrest, little was made of her young daughter being left alone at the moonshine plant. Gabbert wasn’t letting that happen again. He testified that Jeannette had been forced into helping her mother make moonshine. Gabbert wanted the child removed from Anna’s custody. He wanted the maximum fine and jail time for her. The judge gave Gabbert everything he asked for.
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Arthur Gabbert |
Anna was sentenced to six months in jail and fined $500. Another four months would be added to her sentence if her fine remained unpaid when her scheduled release date arrived. John Mottl's testimony led to the closing of the Twilight Garden. The court also took away Jeannette. Anna’s daughter was placed in the custody of her godmother, Anna Penzenstadler. It was an ironic turn. Court officials didn’t realize that members of the Penzenstadler family were as deeply embedded in the underground liquor scene as Anna was.
It was arguably the harshest set of penalties yet handed down to an Oshkosh bootlegger. The most unjust piece was the stipulation of additional jail time if she didn’t come up with the $500 while locked in jail. Anna claimed she had no way of paying the fine. Her assets were still tied up in her ongoing divorce case. About a month into her jail term, she was allowed into a work-release program to raise the funds. No normal job would pay her what she needed. A good wage for an Oshkosh woman at this time was less than $60 a month.
There was no point in slaving away at low-wage work. Anna had a better idea. She still had access to the Hudson touring car that she and Robert Wood purchased after shutting down the taxi line. Anna turned the car into a rolling liquor store.
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A 1922 Hudson Super Six, the model Anna drove. |
Anna was regularly released from jail to go to her job. Whoever vouched for her employment was clearly in cahoots with her. Anna’s “job” amounted to parking her large car at some well-traveled byway and selling pints of moonshine from it to passersby. It was risky, but risk was something she always seemed comfortable with. Her fearlessness betrayed her time and again.
Anna was busted again on July 21, 1923. Her luck had tanked. She was parked on Jackson Street near the north end of the bridge when a Prohibition agent based out of Milwaukee drove by. The agent saw her pass a bottle to a man who had approached her car. The Prohibition cop jumped out of his vehicle and arrested Anna and her customer, a chiropractor named Elwyn Reynolds.
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The north end of the Jackson to Oregon Street Bridge looking south, early 1920s. |
Elwyn Reynolds got the worst of it. He had recently arrived in town after fleeing Indiana, where he left an angry wife and a pile of debt. Indiana officials heard of his Oshkosh arrest and dragged him back home. For Anna, it was the third bootlegging arrest in seven months. Her work release privilege was revoked. Her future appeared evermore grim. And then her luck turned around.
Ten days after her arrest, Anna was taken from her cell to the courtroom where prosecutors surprised everyone by dropping the charges. They declined to say why. Her luck didn’t end there. Her divorce case was settled. In his scramble to break away from her, Robert Wood left almost everything to Anna, including $600 in cash and their car. Anna paid her $500 fine and was granted an early release from jail on August 15. Free again.
Anna Goes Dark
After that, she kept to the shadows. Anna appears to have stayed in Oshkosh, at least initially. Where she lived and how she supported herself is unknown. Was she reunited with her daughter? Her post-jail life gets reduced to questions. Fourteen years without leaving a trace.
Anna reappears and marries again in 1937. Lester Harry was born in Two Rivers and was 12 years her junior. They lived in Birnamwood in Shawano County, where they ran a roadhouse tavern. Anna was with Harry until 1944. She was 52 when they split up.
Anna remained in Shawano County until she married a Green Bay railroad worker named Howard Maloney in the summer of 1952. She was 60 and starting her fifth marriage. This one lasted longer than the others, until 1963 when Maloney died.
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Howard Maloney |
Anna lived in Green Bay for the rest of her life. She wasn’t entirely forgotten in Oshkosh. She was invited home in 1966 to take part in a Mother’s Day ceremony at Sacred Heart Church. Anna and nine other mothers from the old neighborhood were honored.
Her last days were spent in a Green Bay nursing home. Anna could still captivate. She was adopted by a group of children who lived nearby. They called her Grandmother Maloney, and for her 100th birthday, they made her a necklace strung with 100 pasta shells.
Anna died in 1993, one month shy of her 101st birthday.
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Fort Howard Memorial Park, Green Bay. |
A Note on Sources
I wish this wasn’t the case, but listing the sources for these stories would take more time than I can afford. There were about 160 sources that went into writing this piece. That said, I want to touch on one aspect in particular. Early in this story I mentioned that “Anna was bright and well spoken.” This wasn’t speculation. While researching this, I was able to access court documents from the early 1920s that included several pages of testimony given by Anna. The intelligence and composure she shows there is exceedingly evident.
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