Letters Ray To Shirl: A WWII Love Story Podcast

Love and War at Fort Custer

Cindy Season 2 Episode 10

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0:00 | 18:50

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Ray writes Shirley about escapades with the captain and makes plans to steal away by rail to see her.

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SPEAKER_00

Ray Conan's skull collided violently with the iron frame of a neighboring cot in the pitch dark barracks of Camp Custern, Michigan. It was a freezing January night in 1943. The young bombardier trainee had merely tried to catch a few moments of sleep, pulling his heavy wool blanket over his head to block out the harsh, persistent glare of the barracks lights that the other men refused to turn off. The air in the room was thick with the scents of damp wool, floor wax, and the nervous sweat of dozens of young men waiting for war. Ray had just started drifting into a shallow sleep when a sudden noise awakened him. Peering out from the corner of his scratchy blanket, he saw the lights still blazing and heard low voices. Frustrated, Ray barked out a string of curses, demanding the lights be cut. Absolute silence followed. Sensing the immediate shift in the room's atmosphere, Ray poked his head entirely out of the covers. Standing right beside his bed was a gigantic, purple-faced army captain conducting a surprise, dead-of-night inspection. Muttering a polite, panicked, goodness gracious, Ray launched his body out of the mattress. That was when the chaos truly began. He cracked his head against Kelly's iron bedframe, lost his balance entirely, tripped over a loose shoelace, and went skidding across the linoleum floor, nearly taking the towering captain down with him as he flew past. He eventually wedged himself under a hissing cast iron radiator, bruised and cursing the world. His bunkmates, Goldstein, Kelly, and Murphy, burst into uncontrollable laughter. The captain, enraged and retaining every ounce of his military bearing, roared at the men to come to attention, promising to prove that this barracks was not a circus. He made good on that threat. The next morning, Ray found himself executing the intricate, punishing art of floor mopping, his arms burning as he dragged the wet cotton across the endless expanse of the barracks floor. But as Ray scrubbed, feeling the icy draught leaking through the window frames from the relentless Michigan winter, his mind was miles away from the discipline and the cold. His thoughts were consumed by a young woman named Shirley Rutledge sitting at a desk at the Continental Illinois National Bank and Trust Company back in Chicago. The letters Ray wrote to Shirley during that brutal winter survive today. They are not the polished stoic documents of official military history. They are raw, hilarious, and fiercely human testaments to the men who fought the Second World War. They reveal a deeply personal microcosm of the American war machine, a massive apparatus that required not just ammunition and steel, but the relentless management of the human heart, the enduring of mundane terrors, and the clinging to civilian life through the sheer power of correspondence. Camp Custer, located just outside Battle Creek, Michigan, was an absolute behemoth of an installation. Originally built in a matter of months during the First World War by civil engineer Samuel Arnold Greeley to handle 35,000 men, the camp had been reactivated and drastically expanded by an act of Congress in August 1940. By the time Ray was mopping that floor, it had been designated Fort Custer, sprawling over 16,000 acres and processing upwards of 300,000 troops over the course of the war. Men from across the Midwest poured out of train cars into the biting cold, herded into endless rows of uniform wooden structures. It was a massive staging ground, a sorting mechanism that tested the psychology and physical endurance of every recruit. Alongside the thousands of American trainees, the fort also housed a prisoner of war camp for 5,000 captured German soldiers who were put to work on local sugar beet farms in the surrounding countryside. The scale of the place was designed to make a man feel small, a mere cog in a global offensive. For a young man like Ray, the transition from civilian life to this rigid, unforgiving environment was a shock to the system. The military required absolute conformity, yet Ray was a man whose letters bubbled with a defiant, eccentric humor. He joked about his father trading cases of beer for five-pound boxes of cookies. He joked about becoming a rabbi just to escape the physical labor of the infantry. But beneath the jokes, beneath the deflection, lay an immense, terrifying responsibility. Ray was training to become a bombardier. In the rigid hierarchy of the Army Air Forces, the bombardier held a uniquely pressurized role. During a combat mission, the entire massive apparatus of a heavy bomber, the pilot fighting the mechanical control surfaces, the gunners watching the sky, the navigator plotting the course, the millions of dollars of advanced aviation equipment, was ultimately subordinated to the man peering through the bombsite. The military had established specialized schools across the country, from the deserts of New Mexico to the fields of Texas to train these men. Ray's curriculum required him to master a highly classified piece of analog computing known as the Norden Bombsite. The device was considered one of the United States' most critical technological assets. The training was so steeped in secrecy that cadets were required to take a formal, solemn oath. Ray and his fellow trainees stood before a cover table, raising their right hands, swearing by the bombardier's code of honor to keep the secrecy of the information inviolate, protecting the device if necessary. The mechanics of the job were incredibly daunting. High in the thin, freezing air of a combat zone, often at altitudes exceeding 25,000 feet, where the aircraft's turbo supercharger screamed to compress the thin air into the engines, the bombardier had to account for a dizzying array of variables. Under heavy anti-aircraft fire, while the plane shuddered and shook, the bombardier calculated the aircraft's altitude, ground speed, wind drift, and the ballistic trajectory of the payload. The Norden site utilized a complex network of gyros and gears to process these inputs. The bombardier would feed the data into the machine, and the analog computer would calculate the precise moment of release. For the final terrifying moments of the bombing run, the site actually connected directly to the aircraft C-1 autopilot system. The pilot, who had spent hours perfectly trimming the massive 30-ton aircraft, handed control over entirely. The bombardier literally flew the plane using the knobs of the Norden site. Ray spent hours in unglamorous, frustrating ground simulators before he ever touched the sky. These devices resembled motorized house painter scaffolds. Perched on top of the precarious wooden platforms, he would peer through the optical site, manipulating the dials to steer the slow-moving contraption across the wide, dusty floor of a hangar, trying to align the crosshairs on a small painted target. It was a surreal, tedious distillation of lethal warfare. He practiced day and night, dropping simulated bomb dummy units, knowing that a fraction of an inch on the brass dials could mean the difference between destroying an enemy ball-bearing factory and obliterating a civilian neighborhood miles away. And yet, amid the heavy burden of this training, Ray's letters to Shirley betray an intense fixation on the ordinary, vivid details of life back home in Chicago. He wanted to know how her health was. He asked about her family, and he celebrated her work at the bank. He celebrated the fact that she was earning $30 a month, urging her to save her money so she could buy a snappy red coop when the war was finally over. This connection was his anchor. The sheer volume of military regulations, the endless drilling, the fear of washing out of the elite cadet program, all of it was mitigated by the prospect of a Sunday furlough. The logistics of their romance were heavily dependent on the technological marvels of mid-century rail transport. Ray mapped out his escape from Fort Custer with the precision of a tactical military maneuver. He pinned his hopes on the Midwest Hiawatha. The Hiawatha was a fleet of legendary high-speed passenger trains operated by the Chicago, Milwaukee, St. Paul, and Pacific Railroad. Unlike the coal-choked, sluggish local commuter trains of the previous decades, the Hiawatha fleet featured beautiful, streamlined F-7464 steam locomotives that looked like polished silver bullets tearing across the plains. The Midwest route, which had launched in late 1940, ran a reliable daytime schedule connecting Chicago to Omaha. Ray studied the timetables with an obsession that rivaled his study of the bombsite manuals. He calculated that he could slip away on a Sunday, catch the right connection out of Michigan, and secure a few fleeting hours in Chicago without needing to forge special military passes. The train schedules bent to his will, or at least he liked to pretend they did for Shirley's amusement. The railroad changed its schedule of the Hiawatha to suit me, he boasted to her, outlining a five-point plan of how perfectly the timing worked out. His promises for these brief visits were humble but intensely specific, a stark contrast to the massive scale of the war he was preparing for. He offered to bring her a simple package of double mint gum. He promised to buy her a 25 cent movie ticket and a chocolate soda. He wanted to take her to Orchestra Hall on a Sunday evening, noting that a good symphony always aroused the passions in him. Or, as an alternative to Beethoven, he suggested they could go see Maid in the Ozarks. This particular play offers a fascinating, almost jarring window into the cultural dissonance of 1943 America. While men like Ray were preparing to drop high explosives on fascist Europe, enduring the bitter cold of Fort Custer and the terrifying reality of their impending deployments, the civilian populace of Chicago was lining up to see a low-brow, critically panned hillbilly comedy. Written by an Ozark-born housewife named Claire Parish, made in the Ozarks was a raucous, unapologetic play running at the Great Northern Theater. The management aggressively advertised it as a show that makes Tobacco Road blush. The theater critics of the era absolutely despised it. One prominent reviewer brutally predicted that the Great Northern Theater is going to be a parking lot if it doesn't watch out. The play featured a parade of unsavory elements: bedbugs, outhouses, characters belching, scratching themselves, and a half-wit boy who picked his toes on the breakfast table and rubbed his face with worms. For months, the enterprise barely squeaked by, but then a saloon keeper and a hat check man took over the promotion. They abandoned any pretense of artistic merit and leaned heavily into a bawdy, unashamed marketing campaign. The strategy worked flawlessly. The play became a massive financial success, raking in $10,000 a week from war-busy, well-heeled civilians looking for pure escapism. For Ray, cooped up with thousands of other anxious young men in uniform, the absurdity of a show like made in the Ozarks represented the unstructured, messy, vibrant civilian world he was fighting to protect. It was a world where you could laugh at terrible jokes, sit in a warm, dimly lit theater, and hold hands with the person you loved, far away from the rigid demands of the military. The conflict between his military obligations and his civilian desires was constant, bubbling up in almost every letter. He chafed against the authority of his commanding officers. He admitted to Shirley that he had caused a mix-up at the noncommissioned officers club, an infraction that earned him a stern, formal rebuke. His commanding officer brought him in, dressed him down, and told Ray he should have been a Philadelphia lawyer because of his ability to talk his way out of trouble. The military demanded total, unquestioning obedience. Ray offered physical compliance, scrubbing the floors and marching in the cold, but he maintained his internal rebellion through his sharp, observant correspondence. The letters are heavily infused with a restless, nervous energy that he tried to mask with bravado. Calm and cool, that's me, he wrote, trying to sound like the unshakable officers in the training films. But in the very next sentence, the facade crumbled. Bah, who am I kidding? I'm a nervous wreck. I can't even sleep. The psychological toll of the intense bombardier training, the anticipation of actual combat over the skies of Europe, and the sheer grinding boredom of base life coalesced into a profound anxiety. He sought refuge in lighthearted poetry, sending Shirley clumsy, endearing rhymes to make her smile. You intoxicate me like a drink, so won't you be my Valentine, darling? It is the kind of humor specifically designed to deflect overwhelming fear. Ray knew the grim statistics of the war. He knew that the heavy bomber groups already operating overseas were suffering catastrophic casualties. The men flying the B-17s and B-24s faced walls of anti-aircraft flak that turned the sky black, and relentless, terrifying attacks from enemy fighter planes. The life expectancy of a bomber crewman during the height of the air war was devastatingly brief. The entire grueling apparatus at Fort Custer, the screaming captains, the complex simulators, the freezing drills, was designed to weed out those who could not handle the pressure. But none of it could fully protect a man from the brutal, indiscriminate mathematics of aerial combat. Yet, the story of Ray Conan and Shirley Rutledge is not a tragedy of the battlefield. It is a story of profound endurance, of survival, and of the enduring power of human connection. The complex bombsite training, the chaotic midnight inspections where men scrambled under radiators, the desperate, calculated rides on the gleaming silver cars of the Hiawatha train, they all culminated in a life fully lived. Ray Conan completed his training. He took the oath, he mastered the Norden bombsite, and he served his country. And most crucially of all, he made it back home to Chicago. The frantic, funny, desperate letters he sent from the freezing barracks of Fort Custer were not his final words. In 1947, Ray and Shirley were married. They built a life together away from the shadow of the military. They had a son, Thomas, born in December of that same year. The young man, who had joked about hiding from his captain and trading beer for cookies, eventually became a grandfather, stepping up to raise three granddaughters as a single parent, after his own son needed help. The legacy of Ray's time at Fort Custer is not written in grand marble monuments or comprehensive historical treatises on strategic air power. It is preserved in the fragile, physical artifacts of his letters, transcribed and cherished by the descendants he never got to meet. These descendants exist entirely because of the love he stubbornly, creatively maintained through the darkest, most uncertain days of the 20th century. Shirley ultimately outlived him, passing down the stories, the jokes, and the quiet dignity of a generation that faced down global fascism and then quietly, humbly, returned to the business of living. It is incredibly easy to view the Second World War through the lens of vast, sweeping historical movements. We study the massive troop deployments across oceans, the incredible technological advancements of analog computing, and the grand geopolitical strategies that reshape the map of the modern world. But the actual lived experience of the war was granular. It was lived minute by minute, day by day, by individuals who were often cold, tired, and profoundly homesick. It was lived by men like Ray Conan, who found ways to assert their distinct humanity in the face of an overwhelming impersonal military machine. His letters remind us that courage does not always look like a heroic cinematic charge into enemy fire. Sometimes true courage is simply the refusal to let go of the people you love. It is the determination to memorize train schedules in the dark, the resilience to dream of a snappy red coop in the middle of a war zone, and the ability to find humor in a pitch dark room while an angry captain screams in the hallway. If you enjoyed this episode, please share it directly with a friend who appreciates history.