
The Many Deaths of Glenn Miller – Tales of History and Imagination
Glenn Miller was a trombonist, composer, band leader and late 1930s – early 40s musical icon whose work is utterly impenetrable to me. Not that I mean I can’t dissect it, and regurgitate some horrific approximation as background music (podcast listeners, much of the music this episode is stolen from Mr Miller) I mean in terms of, in the era of the swing orchestra full of heavy hitting bands led by people like Benny Goodman, Lionel Hampton and Fletcher Henderson – all bands sure to get everyone up on the dance floor –
It was the comparatively restrained, in my opinion, polite music of The Glenn Miller Orchestra that dominated the pop charts like nobody else.
(Edit: in the process of putting this episode together I may have subsequently fallen for his polite music. This bears mention)
Culturally I don’t possess the touchstones to judge his music in any meaningful way. I can say, however, the man was a superstar. If you are to go by the 59 top ten records he released – or the seventeen number one Billboard or Hit Parade records he dropped between 1939 and 1943, he must’ve been a constant and well-loved presence on the radio. If you go by the hollering crowds on a 1939 Carnegie Hall concert I listened to while writing this Tale, crowds most certainly did cut a rug or two to his songs. Music charts change their names, what they measure, and how they measure it over time so you may not see his name alongside Elvis, The Beatles, Madonna or Drake for that matter – but the guy was a huge star in his time – as big as anyone. He even featured in a couple of Hollywood movies.

On 7th December 1941, the Japanese attacked Pearl Harbour, Hawaii. The subsequent entry of the USA into World War Two changed everything for Miller. At 38 years of age, he was never going to be drafted into the armed forces, but he felt he needed to do whatever he could to help. Glenn Miller walked away from an income of between $15,000 and $20,000 a week (that’s upwards of $250,000 USD weekly in 2022) and enrolled in the army. His civilian band played their last show in Passaic, New Jersey on 27th September 1942 – before Captain (later Major) Miller left to head the then Army Air Force’s dance band. The superstar band leader was off to keep morale high among the troops, a service he carried out with distinction.
I’m leaving a lot of biography out, so the following is a quick rundown. Glen with one n is in fact his middle name – He was born Alton Glen Miller in 1904, in Clarinda, Iowa. When young his family moved to Nebraska, then Missouri, then Colorado. He paid for his first trombone by milking cows after school. Upon leaving high school, Glenn moved to LA to become a professional musician. He studied music with a man called Joseph Schillinger, who had developed a structured, mathematical system of music theory that I’m told takes years for an already capable musician to master. Before his big break, he cut his teeth playing with several bands and on sessions, as well as playing in the orchestra pits for a couple of Broadway musicals. He married his high school sweetheart Helen Burger in 1928; the couple were still married in 1944, where we rejoin the Tale proper.
We pick up the tale on 15th December 1944. The location, an airstrip in Bedford, England. Glenn is due to board a plane to Paris, France – specifically a UC-64 Norseman – a single engined, tough little craft designed to handle even arctic conditions. Paris had been liberated by the Allies on August 24th. The war in Europe would slog on till 9th May 1945, so a large number of soldiers stationed on the continent needed entertainment on Christmas Day.
Miller was hitching a ride by convincing a friend, an American officer named Lt Colonel Norman Baessell, to let him jump in a spare seat. The flight contained just himself, Baessell and a 22 year old pilot, Flight Officer John Morgan. The rest of the band would arrive separately on a later, scheduled plane. Around midday, though an extremely cold, foggy winter day, the call was made it would be safe enough to make the flight that afternoon. This was in spite of the fact that several other flights that day had been cancelled on both sides of the English Channel. Hours later, the Norseman took off for Paris. No one on that flight was ever seen or heard from again.
When a superstar disappears mysteriously, theories – some mad, some not – develop. Today we’re looking at some of the many possible deaths of Glenn Miller.
One: The Secret Agent.
Let’s start with one of the, probably, crazier suggestions. The Norseman did in fact land in Paris that day. The band were supposed to meet up with him on the 18th but 18th December came and went with no sign of their leader. His compatriots reported him missing, but he was not acknowledged as missing till December 24th – the day before the planned Christmas concert. This was done because he was a spy on a classified mission, and someone higher up was concealing the disappearance for as long as they could.
Where was he exactly, and what was he doing?
In this case, not so much spying as diplomacy. He had been secreted away to the front to meet with high ranking Nazis to discuss a peace treaty between the USA and Germany. Perhaps he said the wrong thing, or the Nazis also knew he was a spy all along, or someone just decided it was worth more to the war effort to capture the band leader than discuss peace?
What happened to him afterwards? I don’t know, maybe Hitler didn’t like his rendition of Lili Marlene, and immediately wished he’d snared Dame Vera Lynn instead? This theory usually ends with Major Miller, blindfolded, in front of a Nazi firing squad.
Do I think this is likely? There is no evidence whatsoever that he was a spy. All manner of other plots have been revealed in the years since the war. One example, James Bond writer Ian Fleming discussed using famed occultist Aleister Crowley to ensnare deputy fuhrer Rudolf Hess – a man with heavily occult leanings. Before Crowley could be put to use, Hess took off in a plane for Scotland. Completely unsanctioned by Hitler, he hoped to make peace with Churchill. Hess was arrested, then brought back to London by an agent named Brinley Newton John – the father of Australian pop star Olivia Newton John.


Another plan which leaked years after the fact was Winston Churchill’s Operation Unthinkable – a plan which would have seen the Allies finish the Nazis, then re-arm Germany to help them defeat the USSR. I imagine this plan being unveiled to a roomful of weary politicians to a chorus of ‘Good lord, Winston – have you lost your mind?’ Had he ever tried to implement it.
Besides this, one only has to look at the Instrument of Surrender documents the UK, USA and USSR spent the first half of 1944 writing, then fine tuning. The document was a very clear statement of exactly what the Allies needed from Germany to accept their surrender. With the USA so adamant on terms of surrender – would they really go behind their allies backs, especially this close to the end of the war in Europe?
There is no evidence – and that which can be stated without evidence can be dismissed as easily. This theory also runs contrary to good sense.
Two: A Hail of Bombs…
On the morning of December 15th 1944 the RAF 149 squadron took to the skies on a mission to bomb the Siegen Railway yard in Germany. A dangerous task, the slower moving Lancaster bombers would be escorted by a bodyguard of smaller fighter planes on the mission. 138 Lancaster bombers took to the sky, flying towards their target.

When it came time for the fighter planes to launch, it was decided the weather was too dangerous. This was a daylight bombing mission requiring precision. People would see them coming. If they could see them at a distance, the risk of being shot out of the sky increased considerably. Knowing they could take another run at the railway tomorrow, the bombers were called home.
The Lancasters had flown out fully loaded with bombs – including many 4,000 lb blockbuster bombs – often referred to as cookies. It was extremely risky to land with these in the cargo bay. A long way from a convenient bombing range to offload their cargo, the order was to drop their payloads over the English Channel. This seemed risk free, only an idiot would be out in that weather. As one they dropped their cookies, creating one hell of a shock wave.
In Avro Lancaster NF973, a navigator named Fred Shaw was looking into the fog beneath him when a lone UC64 Norseman appeared. Flipped upside-down, the plane suddenly took a nose-dive into the fog. Shaw did report the incident, as did two other airmen, but the RAF chose to do absolutely nothing. Really what could you do? Had a plane been hit by friendly fire there was little chance of finding survivors – especially in the middle of a war, in diabolically terrible weather that to venture out into would be putting others’ lives at risk.
Of course the weather was much improved the following day. The squadron flew back out, bombing the living daylights out of Siegen. You can buy prints online of the December 16th 1944 bombing, if you wish to see the damage a squadron full of blockbusters can do. There wasn’t much left of the site.
Was Glenn Miller accidentally taken out by friendly fire? Possibly – although questions have been asked whether Miller’s plane could have been in this airspace at the same time. Outwardly it appears so, but a Miller family investigation suggested the Norseman would not have been in that airspace till at least 90 minutes after the bombs were offloaded.
Three: The Brothel…
I don’t believe there is any serious evidence for the following theory, but it is often talked about – so here goes. The history of sex work in Paris would provide a wealth of material for anyone interested in the topic. In the thirteenth century King Louis IX tried to curb prostitution in the city by designating just nine streets where brothels were allowed. The crown followed his lead in allowing, but restricting the practice throughout the following centuries. By the 19th century brothels were known as ‘Maisons de Tolerance’. They were allowed to operate if ran by a female brothel owner, were discreet in the way they carried out business, and if they hung a red lantern in the window when they were open for business. This is from where the term red light district originates. When World War Two broke out, Paris alone had 117 such Maisons.
Invading Nazis added to the number of brothels – in an extremely problematic way. Though I don’t believe this pertinent – I don’t know where else I’ll ever get a chance to share the following. In 1940, Reinhard Heydrich – easily one of the most sadistic men in history (he was the chief architect of the Holocaust) had a problem. I doubt that guy cared whatsoever for the victims if horny Nazis were raping their way through captured territory. He did, however want to ensure what still equated to rape was safe for his men.
Three issues occupied his mind. First, if the men caught venereal diseases they might be taken off the battle field. Second, if left to their own devices with the native populations, several officers might have their heads turned by a modern day Mata Hari – some spy on a mission to seduce them. Thirdly, Heydrich in a ‘what Paul says about Peter tells us more about Paul than about Peter’ moment, was convinced if men were banned from sex entirely, they would all turn gay – something the party could not tolerate.
So, a man considered a cruel, feckless monster even for a Nazi, hatched a plan to create a franchise of 500 brothels across occupied territory. Upwards of 34,000 girls and women were press ganged into sexual slavery. They were regularly tested for VD – the poor women taken away and shot if unfortunate enough to catch something. Pregnancy would be ‘treated’ the same way. The Nazis ran nineteen brothels in Paris during the war.
I doubt it is alleged Glenn Miller was at a Nazi brothel. For one, a number of sex workers known to have slept with Nazis were kicked to death in the streets post-liberation. Others had their heads shaved and were paraded through the streets in the back of wagons.

But it has been alleged by some he arrived safely, then sought out the services of sex workers amongst the red light district. In the throes of passion he suffered a massive heart attack and died in the escort’s arms. Presented with this tragedy, the top military brass made the decision to hush up the incident. It was bad morale when they needed morale high.
This claim started to circulate in English-language newspapers around 1997 after a Far-right German conspiracy theorist named Udo Ulfkotte wrote an article. He claimed he’d just stumbled across a classified US military document while writing a book on German post-war spies. As best as I can tell the alleged document itself has never been published, or verified anywhere – but a far-right grifter had a new book to sell, so any publicity is good publicity??
Beside this, what happened to Lt Colonel Baessell and Flight Officer Morgan? – Did they too drop dead of cardiac arrest at the same brothel? They are real, verifiable people who left loved ones behind. Their disappearance is an awkward spanner in the works for this theory.
Four: Mechanical Failure
Sometimes mysteries have simple explanations. The weather was atrocious, so much so that flights were being cancelled everywhere. The Norseman was designed for this kind of weather, but, end of the day it was a single engine craft. Many aviation experts believe the answer is as simple as ice on the engine brought the craft down somewhere over the English Channel.
Five: …….
I have one final theory to share. Do I place much trust in it? It struggles with the same issues as the spy and brothel theories – what happened to the pilot and the Lt Colonel? It is somewhat more believable by virtue of it coming from a family member. Let’s overlook the eerily prescient letter he wrote one of his two brothers on 12th December 1944 stating “barring a nosedive into the channel, I’ll be in Paris in a few days”. This could signify something, or just be one of those strange coincidences. We don’t know if it reflected something he regularly said to family when flying out – if so how can you weigh the one time he was right against the hundred he wasn’t? It does, however, lend a little weight to this final theory if taken on face value.
Another letter, written to his younger brother Herb, did have his brother wondering if he covered up the true nature of his death for patriotic reasons.
Glenn’s letter to Herb, written in mid 1944, stated he was having great difficulty breathing. He was feeling increasingly ill, and despite eating very well – losing a lot of weight. Others near the bandleader echoed this sentiment, particularly towards the end of his life. My eyes not being the greatest, and live photos of shows in September 1944 often being a little blurry, I think he had lost a noticeable amount of weight prior to his death. Glenn Miller was a smoker from a young age, and some – Herb among them, have suspected he was dying of lung cancer. Their belief, he was secreted away to an Army hospital somewhere in Britain, where he was kept isolated from the other patients. For the sake of keeping up morale among the troops, he died, anonymous and alone in some hospital bed so a heroic narrative could be told to the public.
Of course either way, had he died of cancer his family were nowhere near. The war, though months from an end was still being fiercely contested – The Battle of The Bulge kicked off in Belgium and France the day Miller was reported missing. It wasn’t terribly safe to travel to his bedside – but at least a final phone call to his family should have been possible otherwise?
Of course, having disappeared on route to a mission – the Christmas show, he did die a hero, and was awarded a Bronze Star, posthumously.
What happened to Alton Glen Miller, superstar band leader, trombonist, composer and war hero? Your guess is as good as mine, though I suspect the simplest answer the most likely.