Dec. 20, 2025

MM#450--The Night the US Civil War Was Lost

FAN MAIL--We would love YOUR feedback--Send us a Text Message One audacious night on the Mississippi may have decided the Civil War. We dive into the capture of New Orleans in 1862 and show how Farragut’s risky run past Forts Jackson and St. Philip didn’t just seize a city—it fractured the Confederacy’s map, gutted its finances, and reshaped the war’s momentum. New Orleans wasn’t just a symbol; it was the South’s engine: the largest population center, a world-class port, a shipbuilding hub, a...

FAN MAIL--We would love YOUR feedback--Send us a Text Message

One audacious night on the Mississippi may have decided the Civil War. We dive into the capture of New Orleans in 1862 and show how Farragut’s risky run past Forts Jackson and St. Philip didn’t just seize a city—it fractured the Confederacy’s map, gutted its finances, and reshaped the war’s momentum. New Orleans wasn’t just a symbol; it was the South’s engine: the largest population center, a world-class port, a shipbuilding hub, and the gateway for cotton exports and foreign credit.

We unpack why the Crescent City mattered so much and how the Confederate high command miscalculated the threat. As Grant pressed from Tennessee, Richmond drained New Orleans of troops to defend Corinth’s rail hub, leaving the Gulf approach weak and the river poorly protected. The real heartbreak lies with the unfinished ironclads—CSS Louisiana and the CSS Mississippi. Union officers later admitted that a battle-ready Louisiana in the narrow channel could have ravaged Farragut’s wooden fleet. Timing, not just technology, proved decisive.

From Porter’s mortar bombardment to Farragut’s pre-dawn dash, the action was fast and consequential. When New Orleans fell, the Union claimed the river’s mouth and effectively split the South. The ripple effects were brutal: cotton exports collapsed, international credit evaporated, and inflation surged as the Confederate government printed unbacked money. Supply lines from Texas, Arkansas, and Louisiana withered, starving armies and cities of food, salt, and matériel. We also explore the powerful counterfactual: if New Orleans had held—its shipyards humming, ports reopened, and ironclads unleashed—European recognition might have become more than a dream.

If you’re ready to rethink where the war’s true turning point lies, this story delivers a sharper lens on strategy, logistics, and the cost of misjudgment. Listen, share with a history-loving friend, and leave a review to tell us: was the war really lost on the night New Orleans fell?

Key Points from the Episode:

• New Orleans as the South’s economic engine and largest port
• A divided city with weak support for secession among voters
• The Anaconda Plan’s focus on the Mississippi River
• Confederate misread of the threat and troop shifts to Corinth
• Unfinished ironclads Louisiana and Mississippi as lost opportunities
• Porter’s mortar bombardment and Farragut’s breakthrough
• Strategic split of the Confederacy after the city falls
• Financial shock: lost exports, credit, and spiraling inflation
• Logistics cutoffs from the western breadbasket and long-term effects
• Counterfactuals showing how completion of ironclads could change outcomes

Other resources:

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00:00 - Setting The Stakes And Source

02:56 - Why New Orleans Mattered

05:06 - A City Divided And Vulnerable

06:20 - The Anaconda Plan And Union Team

08:16 - Confederate Miscalculations And Weak Defenses

11:20 - The Ironclads That Weren’t Ready

15:24 - Troop Transfers And The Corinth Dilemma

17:20 - Running The Forts And Taking The City

19:10 - Counterfactuals And Strategic Ripple Effects

21:08 - Financial Collapse And Lasting Consequences

22:38 - Wrap‑Up And Listener Invitation

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Welcome to the Theory to Action Podcast, where we examine the timeless treasures of wisdom from the great books in less time to help you take action immediately and ultimately to create and lead a flourishing life.

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Now, here's your host, David Kaiser.

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Hello, I am David, and welcome back to another Mojo Minute.

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I'm so excited you're here with me today, as per usual.

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Let's begin with the opening quote from our book of the day.

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Go into the book.

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A shock ran through the entire Confederacy when the news spread that the South's greatest city had fallen.

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With prophetic brevity, Mary Boykin Chestnut recorded the bitter fact in her diary.

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New Orleans is gone and with it the Confederacy.

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Are we not cut into?

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The Mississippi ruins us if it is lost.

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In the Army of Tennessee, which had retired again to Corinth, Mississippi, after the bloody battle of Shiloh, doubts began to permeate all ranks and grades when the word reached the camps that the Yankees had captured New Orleans.

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Quote, the effect was disheartening to everyone, wrote General St.

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John Lydell in his war memoirs.

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A growing impression of doubts as to our final success seemed to enter the mind of every reflecting man.

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It was perceptible that nothing short of superhuman efforts could save us the Mississippi River.

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But far above the jolt to Southern morale and southern pride were the far-reaching consequences produced by the loss of New Orleans, not the least being a shattering blow to the Confederate diplomatic effort to gain from England and France recognition of the independence of the South.

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It is readily evident to anyone who studies the statistics that the South, unaided, simply did not have the physical nor material capacity to win the war, provided the North retained its determined, its determination to fight.

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Outside help in the form of recognition, raising of the blockade, and the material assistance was absolutely necessary for the Confederacy to establish its independence of the Federal Union.

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And that quote comes to us from the authoritative book on the Battle of New Orleans in the American Civil War, The Night the War Was Lost by Charles DeFor.

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So today we are going to look at a specific moment in American history, especially in the American Civil War, that often gets overshadowed by battles like Gettysburg and Vicksburg.

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And many historians now argue that this specific event was actually the mortal blow that doomed the Confederacy.

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And again, we're talking about the capture of New Orleans by a Federal Navy in the spring of 1862.

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Now it's a story of daring naval maneuvers, political intrigue, and a financial catastrophe that changed the course of the Civil War forever.

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Now, to understand why this moment was so critical, we have to look first at what New Orleans as a city actually was in 1862.

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It wasn't just any other southern city.

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It was the undisputed crown jewel of the Confederacy.

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Imagine a bustling metropolis with a population of over 168,000 people.

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That was larger than the next four largest southern cities combined.

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But it wasn't just about the people, it was about the money.

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New Orleans was the financial engine of the South.

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Before the war, its trade was valued at an astonishing 500 million.

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More than half of all the cotton grown in the United States passed through its docks in the early 1860s.

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Now check out these details.

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New Orleans supported over 50 slave markets in 1860, 33 different steamship lines making it one of the greatest ports in the world in 1860.

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It had shipyards capable of building advanced warships, and crucially, it controlled the mouth of the Mississippi River.

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For the Confederacy, losing this city was unthinkable, and for the Union, capturing it was priority number one.

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Now, despite its huge economic power, New Orleans was a city of deep internal divisions.

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It was unlike anywhere else in the South.

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Its history as a French and Spanish colony created a cosmopolitan and multicultural society.

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You had French-speaking Creoles who held on to their unique cultural identity.

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You also had a massive influx of Irish and immigrant, Irish and German immigrants.

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They made up about a quarter of the population.

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And then there was a significant long-established community of free people of color.

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These groups often had little in common, especially on ideology, in terms of commitment to the Confederate cause.

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In fact, in the 1860 presidential election, New Orleans voters overwhelmingly supported Unionist candidates.

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It was the political elite that pushed for secession, not necessarily the people on the street.

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This meant the Confederacy could not count on a unified front if the city was indeed, invaded.

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The Union knew this and they had a plan.

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From the very beginning of the war, General in Chief Winfield Scott promised the Anaconda Plan.

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The idea was to slowly squeeze like a snake, an Anaconda snake, the Confederacy to death.

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The central component of this plan was to seize control of the Mississippi River to split the South in two.

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Step one was capturing the Crescent City, New Orleans.

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The Union assembled a powerful team for the job.

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You had flag officer David G.

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Farragut, a seasoned naval veteran.

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You also had his foster brother, Commander David D.

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Porter, a naval innovator commanding a fleet of mortar boats.

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And on the ground, you had Major General Benjamin Butler, a politically connected general, tasked with occupying the city once the Navy did its job.

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So how did the Confederacy plan to stop them?

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Well, that was the$10,000 question.

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And for that, they made a fatal miscalculation.

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You see, they were convinced the attack would come from the north, down the Mississippi River.

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Jefferson Davis and his Confederate cabinet received warnings from PGT Beauregard, the general in charge of New Orleans, and its defenses, but they ignored Mr.

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Beauregard.

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They sent their best defenses up to places like Vicksburg, a city in central to northern Mississippi.

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They sent their best defenses to island number ten, further up the Mississippi and to Fort Pillow.

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The defenses thereby facing the Gulf of Mexico going the other way were simply neglected and very disorganized.

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They relied on two masonry forts, Fort Jackson and Fort St.

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Philip.

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They sat on opposite banks of the river.

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They stretched a massive chain across the water to stop the ships.

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Any incoming ships, that is.

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It's kind of crazy, right?

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They had a few gunboats and two ironclads, the CSS Louisiana and the CSS Manassas.

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But here's the kicker.

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The ironclads were not finished boats.

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They were still trying in dry dock trying to finish the job.

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The Louisiana was basically a floating battery that couldn't move under its own power.

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This was all a recipe for a disaster.

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But don't dismiss these two crucial points.

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Go back to our book of the day to find out the finer details of these two uncompleted vessels.

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Going back to the book and stay with me here.

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It's a super long quote, but it is a golden nugget of wisdom and information about this Battle of New Orleans of the American Civil War.

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Going back to the book.

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It meant the loss to the Confederacy of the two greatest warships in the world, the Mississippi and the Louisiana, both designed to raise the blockade of southern ports.

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Either working upriver with the Confederate Army of Tennessee was capable of shattering the Union River Fleet.

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Either was capable of shattering the river fleet.

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Either could have destroyed or driven off the wooden blockading vessels from southern ports.

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Commander Porter said the Louisiana was, quote, impervious to any shot we had.

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Her ironsides had not even been indented by the shots poured into her as the vessels of the squadron passed by.

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Porter thanked his stars.

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Quote, she had not been used as she might have been, driven us all out of the river.

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It was only owing to the circumstances that the Louisiana could only move about in tow of another vessel, that a disaster did not befall the Union fleet.

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It can be easily imagined what terrible havoc such a vessel would have made among a lot of wooden vessels had her motive power been in order.

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Again, that's the commanding officer of the naval gunboats, the Union Naval gunboats.

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Back to the book.

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Shortly after the capture of New Orleans, Porter wrote Fox, the Fox is in Washington, D.C.

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Quote, I shake a little now when I think how near we came to being defeated.

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Wednesday's battle more delay, and the game would have been blocked on us.

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They would have put the Louisiana in the only narrow channel where the ships had to pass.

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She would have sunk everything that came up unless we had put some more bombs through her.

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She was a most formidable vessel, over some four thousand tons, and in every respect superior to the Merrimack.

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Her battery was fearful.

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Upon the Mississippi, more powerful than the Louisiana, Secretary Mallory dependent.

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Now Secretary Mallory is the Confederate Secretary of Defense or Secretary of War.

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So he's in Richmond, Virginia.

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Secretary Mallory depended to raise the blockade of every southern port within ten days after her completion.

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That the Mississippi may have done so, there is ample evidence from competent witnesses.

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Quote, had she been completed in time, wrote a Confederate naval officer, she would have been a bull and a China shop among Admiral Farragut's light wooden sloops of war.

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And Farragut himself in his report said that the Mississippi, quote, was to be the terror of the seas, and no doubt would have been.

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Two Union naval historians, Charles B.

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Boynton, who wrote in 1868, and James Russell Soly, who wrote in 1903, did not minimize the possible disaster to Farragut's fleet, had either the Mississippi or the Louisiana been ready for action.

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Quote, had the Louisiana with her armament and armor been properly manned, equipped, and propelled as to equal or exceed in speed Farragut's ships, nothing but a miracle would have saved him from serious loss, declared solely.

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And Boyton, again, writing in 1868, discussing the Mississippi, said, quote, the rebels fully believed, and apparently with reason, that this ironclad would have not only destroyed or drive out of the river Farragut's fleet, but that she was able to paralyze the whole wooded navy and lay our Lanic cities under contribution.

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She was nearly ready for her work.

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The implication here is clear.

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In all the testimony concerning the Confederate Ironclads that had either been finished, not only would have New Orleans been saved, but Farragut's wooden fleet would have been shattered.

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Had both been finished, this would have been doubly true.

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The great tragedy of the Confederacy was that the failure to have the Louisiana and the Mississippi completed by the time of Farragut's launched attack.

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Jefferson Davis realized this after the war.

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In prison conversations with Dr.

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John J.

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Craven shortly after the collapse of the Confederacy, Davis conceded that, quote, the capture of New Orleans was a great calamity to the cause, but more, but mainly injurious from its sacrifice was that of the Ironclads.

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End quote.

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And again, this is from the book The Night of the War was The Night the War Was Lost by Charles DeFor.

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It is what many believe is the authorized book on the Battle of New Orleans of the American Civil War.

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So along with these two iclads that could have caused all kinds of havoc for the Federal Navy, Jefferson Davis and his Richmond cabinet overreacted upon the news of the Union General, U.S.

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Grant's victory in February of 1862 at Forts Donaldson and Henry in northern Tennessee.

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They drained New Orleans of its manpower, which was already understaffed to begin with, and even more so by over the next two months, they transferred many troops out of New Orleans in reaction to Grant's victories again at Fort Donaldson and Henry.

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As Grant was moving south, they were overreacting to this these victories.

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Now the reasoning at the time was understandable, but it was a supreme miscalculation.

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The reasoning on the Confederate side was this.

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Corinth, Mississippi was a vital railroad hub for the East-West transportation coming from Arkansas and Texas to the Eastern Confederate armies.

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So they didn't want to lose that railroad hub.

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It was crucial.

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But U.S.

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Grant putting pressure on them became the poison pill that they had to choose.

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Either protect Corinth, Mississippi, or protect New Orleans.

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They diverted resources from New Orleans to cover Corinth and the railroad junction.

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And then the Union burst through the Crescent City to take the largest city in the South and more vitally its economic heartbeat.

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If we could create an analogy, it would be this.

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If the Confederacy was a house under siege, Grant's capture of Fort Donaldson was like a fire breaking out in the northern rooms.

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The panicked residents, the Confederate High Command, rushed all their water and manpower to the top floor, leaving the front door, New Orleans, unlocked and completely unguarded.

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So what was the actual battle?

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Well, the battle began on April sixteenth, eighteen sixty two.

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Commander Porter's mortar boats opened fire on Fort Jackson.

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For five days and nights they rained down destruction over some fourteen hundred shells on the first day alone.

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The fort held on, though.

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Flag Officer Farragut was getting impatient.

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He decided to do something incredibly risky.

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He would run the Gauntlet.

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In the early, dark hours of April twenty fourth, the Union fleet steamed straight toward the forts.

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Bedlam ensued.

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Chaos.

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Farragut's wooden ships, draped in chains for protection, fought at close range against the forts in the Confederate fleet.

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The Confederate ram, the Manassas, charged in, but it wasn't enough to slow down the ships.

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By the time the sun came up the next day, Farragut had done the impossible.

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Thirteen of his ships had passed the forts and were streaming, steaming, rather, toward the undefended city of New Orleans.

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The Confederate commander, knowing he couldn't fight warships from the city streets, ordered an evacuation.

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On april twenty fifth, Farragut pointed his guns at the city of New Orleans and eventually anchored at the docks.

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A few days later, the isolated forts surrendered.

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The jewel of the Confederacy had fallen.

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Let's revisit our book of the day.

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One may well ask on adding up all these consequences, some immediate, some eventual, whether the night the flag officer Farragut passed Forts Jackson and St.

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Philip was not indeed the night the war was lost by the Confederacy.

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The implications of a defeat at Farragut at Forts Jackson and St.

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Philip would have been far reaching.

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Starting from that premise, it is logical to assume that the Confederate armies in the West, supported by the Ironclads on the Mississippi, would have swung from the defensive to the offensive and swept up the Mississippi Valley even as Grant swept down.

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Suppose then that in early summer of eighteen sixty two, a Confederacy with its ports reopened, and the commerce restored and material and supplies from abroad flowing in.

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Suppose then a South assured of an endless supply of Texas beef to feed the armies in the field, and the people on the home front in an inexhaustible supply of Louisiana salt.

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Suppose then New Orleans is a great arsenal, with its powder mills turning out huge quantities of powder, its ammunition factories producing ammunition, its foundries and machine shops casting cannon and shells and manufacturing small arms.

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Suppose then New Orleans has a vast shipyard, which it was about to become when it fell, building ironclad warships for operations on the inland waters as well as on the sea.

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Suppose then this in light of the subsequent events in Virginia at the same time of McClellan's failure before Richmond, and it's not illogical to assume that the Confederacy would have seized the psychological initiative as well as the tactical one, and probably would have gained recognition of its independence by England or France, or even by both.

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And there, my friends, is a fantastic nugget of wisdom often overlooked about the American Civil War and the Battle of New Orleans.

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And so why does all this matter?

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Why do we say the war was lost on that night?

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Because the fall of New Orleans was a catastrophe for the South that they could not recover from.

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Strategically, the Union now controlled the bottom of the Mississippi, but the crucial part is they had split the Confederacy.

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And financially, this was a death blow.

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Even historian Niall Ferguson argues that losing this port sent the South into a financial death spiral.

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Without New Orleans, they couldn't export cotton.

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That meant they lost their international credit and they couldn't get loans from Europe.

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They lost access to millions of dollars in gold and silver held in the city banks.

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This forced the government to print unbacked paper money, leading to hyperinflation that destroyed the economy from the inside out.

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Logistically, the connection to the breadbasket in the west of Texas, Arkansas, and Louisiana, that was severed, never to be repaired.

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The supplies needed to feed the armies in the East were cut off.

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The capture of New Orleans wasn't just a military defeat.

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It was the loss of the Confederacy's financial heart and its strategic lifeline.

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It was, in many ways, the beginning of the end.

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And it's a powerful reminder that in war, economics and logistics are often just as important as what happens on the battlefield.

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So in today's Mojo Minute, I hope you enjoyed this deep dive into a pivotal moment in American history and in the American Civil War.

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The Battle of New Orleans was indeed the pivotal moment the South was doomed.

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Now, if you learned something new today, please share this episode with a friend who loves history.

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And until next time, as always, keep fighting the good fight.

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Thank you for joining us.

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We hope you enjoyed this theory to action podcast.

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Be sure to check out our show page at TeamMojoAcademy.com, where we have everything we discussed in this podcast as well as other great resources.

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Until next time, keep getting your mojo on.