10 Lesser Known ‘What If?’ Scenarios Might’ve Altered History

by Marcus Ribeiro

Counterfactual history explores the lesser known “What If?” moments that could have reshaped empires, wars, and entire nations.

Lesser Known Scenarios That Could’ve Shifted History

10 The Proposed Marriage of Cyrus the Great and Tomyris (530 BC)

Portrait of Tomyris, queen of the Massagetae - lesser known history figure

Cyrus the Great, the architect of the Achaemenid Persian Empire that spanned three continents, once courted Tomyris, the fierce queen of the Massagetae in Central Asia. When Tomyris spurned his proposal, the two clashed in a brutal war—Tomyris lost a son, and Cyrus met his end, his skull later dunked in a wineskin of human blood as she cried, “I warned you that I would quench your thirst for blood.”

Imagine the combined might of Cyrus’s expansive empire and Tomyris’s martial prowess. With the Massagetae lands added, Persia might have stretched even farther east, potentially altering trade routes, cultural exchanges, and the balance of power across Eurasia.

9 The Proposed Marriage of Charlemagne and Irene the Athenian (AD 802)

Charlemagne and Empress Irene illustration - lesser known marriage proposal

Charlemagne, the father of medieval Europe and the catalyst of the Carolingian Renaissance, was reportedly eyeing a marriage alliance with Empress Irene of the Byzantine Empire. The plan never materialized—Irene was overthrown, exiled to Lesbos, and died there a year later.

Had the union occurred, a single dynasty might have reunited the Western and Eastern Roman Empires, presenting a formidable Christian bulwark against Viking raids and Arab incursions. Even without the marriage, the mere prospect hints at a dramatically different geopolitical landscape for the early Middle Ages.

8 Henry VI’s Planned Crusade (AD 1197)

Holy Roman Emperor Henry VI planning a crusade - lesser known scenario

Holy Roman Emperor Henry VI fell ill with malaria while organizing a crusade aimed at restoring a Byzantine emperor and seizing Constantinople. After his death, the Fourth Crusade—led by a ragtag group of crusaders—stormed the city, establishing a short‑lived Latin Empire.

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If Henry had survived and led the expedition, he could have become both Holy Roman and Latin Emperor, potentially forging a unified Christendom and bridging the Catholic‑Orthodox divide at a pivotal moment in crusading history.

7 Timur’s Planned Conquest of China (AD 1405)

Timur the Lame, potential conqueror of Ming China - lesser known history

Timur the Lame, styling himself a successor to Genghis Khan, had secured recognition as “Great Khan” from the Chagatai Khanate, Ilkhanate, Golden Horde, and the Northern Yuan. After a series of devastating campaigns, he set his sights on the Ming Dynasty, only to die en route in 1405.

Had Timur lived longer, he might have toppled the Yongle Emperor, reshaping the trajectory of Chinese maritime exploration. Zheng He’s famed voyages could have been redirected toward conquest, and Timur’s empire might have endured far longer, profoundly influencing Asian geopolitics.

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Toyotomi Hideyoshi's fleet poised for invasion of China - lesser known plan

Japan’s second great unifier, Toyotomi Hideyoshi, dreamed of extending his dominion beyond the islands to the Ming Dynasty. He launched an invasion through Korea, but Korean reluctance and a resilient Ming defense halted his ambitions.

A successful Japanese conquest would have sparked massive cultural exchange, potentially altering the later Tokugawa shogunate’s policies and even influencing the Manchu takeover of China in the mid‑1600s.

5 Planned French Invasions of England (AD 1744 and 1759)

Louis XV plotting French invasions of England - lesser known ambitions

Under Louis XV, France hatched two grand schemes to land on English soil. The 1744 plan aimed to install James Francis Edward Stuart as a French‑backed monarch, but a storm wrecked the fleet. In 1759, during the Seven Years’ War, France prepared to send 100,000 troops alongside Charles Edward Stuart, hoping for naval aid from Denmark, Russia, and Sweden.

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Had the Jacobite claimant James III taken the throne and the allied navies supported the invasion, England might have fallen under French influence, reshaping the balance of power in the latter half of the 18th century.

4 The Planned Franco‑Spanish Invasion of England (AD 1779)

Franco‑Spanish Armada preparing to cross the Channel - lesser known expedition

During the American Revolutionary War, France and Spain assembled a massive joint armada—66 ships, 30,000 troops, and 400 transport boats—to ferry a 40,000‑strong force across the Channel. The operation never materialized, and the allies failed to capture Gibraltar.

If the combined fleet had succeeded, a victorious France at the war’s end could have altered Louis XVI’s reign, possibly averting the French Revolution as we know it and ushering in a Pax Gallica rather than a Pax Britannica.

3 Aaron Burr’s Plan to Create His Own Country (early AD 1800s)

Aaron Burr on trial for his separatist scheme - lesser known plot

President Thomas Jefferson reported that former Vice President Aaron Burr conspired with General James Wilkinson to carve out an independent nation from the western or southwestern reaches of the United States, possibly tapping into the Louisiana Territory or Mexican lands. Their base of operations was allegedly Blennerhassett Island on the Ohio River.

Had the scheme gathered momentum, the United States might have plunged into an internal conflict decades before the Civil War, dramatically reshaping the dynamics of the War of 1812 and the nation’s territorial expansion.

2 Henri La Fayette Villaume Ducoudray Holstein’s Plan to Create the Boricua Republic out of Puerto Rico (AD 1822)

Puerto Rico map highlighting 1822 rebellion plan - lesser known uprising

In the early 1820s, Germano‑French veteran Henri La Fayette Villaume Ducoudray Holstein plotted to invade Puerto Rico, overthrow Spanish rule, and proclaim an independent republic. He cultivated contacts across the Atlantic to secure funding and settlers for his expedition.

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Success would have added another liberated former Spanish colony to the burgeoning list of American republics, potentially altering the dynamics of the later Spanish‑American War and the present‑day status of Puerto Rico as a U.S. commonwealth.

1 The Offer for Frederick William IV of Prussia to become German Emperor (AD 1849)

Frederick William IV offered German emperorship - lesser known missed opportunity

The 1848 wave of revolutions swept across Europe, prompting German revolutionaries to propose elevating the Prussian king to emperor. Frederick William IV dismissed the offer as a “crown from the gutter,” postponing German unification.

Germany eventually unified in 1871 after a series of wars, fostering a militaristic trajectory that sowed the seeds of World War I. An earlier unification might have given the nation two extra decades to consolidate, potentially altering the course of 20th‑century European conflicts.

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