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Proposed timeline

for the 5th century

 

406 A man is elected emperor of the Praefectura Gallica by the unpaid legions in Britain. He adopts the name Constantine III, which announces a program similar to Constantine the Great. He reinforces the local tax administration, raises the ratios and departs with most British troops to the Continent to impose his authority.
408 The tax administration in Britain is deposed. Local lords are fed up paying for futile continental ambitions while they are left without a proper protection at home. Apart from that, Constantine is not a member of the 'proper' class. They feel that their social position is endangered. So, they rebel openly. They begin to form their own 'home guards', allegedly against raiders.These guards are called housecarls.
409-420 The eastern lords discover the advantages of having their personal guardsmen led and trained by loyal Anglo-Saxons. Although the move is illegal, they invite more and more such north-German professionals as housecarls because they are skilled, serious, principled, popular,  extremely loyal and ... cheap.
410 It's now clear that Constantine III is a failure. So western emperor Honorius is polled by the Britons about the restoration of imperial power in Britain. But there is one condition: the return of imperial legions to Britain. Honorius refuses, as he faces the Goths, declares that Britain has now to defend itself, while it has to continue to pay taxes to him.
411 Constantine III is beheaded. Britain remains excluded of imperial protection. Nothing happens. Only raids from time to time.
411-423 Honorius continues to rule as a powerless emperor. Britain awaits a new emperor who can revoke Honorius' decision of excluding Britain of imperial protection. Most Britons have no doubt: the Empire will come back to Britain, as it has done before. Besides, imperial soldiers are much cheaper than the local personal guards, as they are mainly paid by the emperor.
423-424 Honorius dies. A tilting point for Britain. A letter for help (legions) is sent to a certain Agitius. It is thought that this person is Aetius. Valentianus III is the new but very young emperor. Young Aetius is commander in chief of the army, clearly more powerful than the emperor, but refuses. Aetius might have been seen by some as the new emperor.
425 Vortigern (=Old Welsh for chairman) with his real name: Vitalinus (Latin) or mr. White (Old English), is elected as chairman of the London senate. He is smart, charming and trilingual: Latin, English and Welsh. Waiting time is almost over.
426 The east-British lords fear the return of the empire. They can be punished for having a personal bodyguard. The emperor always was the commander of all troops within the Empire. Most lords decide to await new events in Ravenna, capital of the Empire.
427 A compromise is agreed in the senate: a local law will legalize the 'guard-system' but those guards will now officially fall under the authority of the London senate. It is an intermediate solution about who commands British troops. No problem: most lords with guards also have a seat in the Senate. A committee will be appointed to scrutinize the new Anglo-Saxons candidates, and lead them to their final destination. This will form the core for the new army which later can be handed over to the emperor.
428 Adventus Saxonum. Hengest is officially welcomed by Vortigern. He is appointed as leading person within the selection committee. He has to work and live in Thanet (modern Margate). The Anglo-Saxons are instructed to remain within the proto-English (eastern) part of England.
428-442 The housecarl system is further developed. It's a period of relative peace. But the opposition grows. A new generation of British born Anglo-Saxons gradually takes over their father's tasks. Many of their fathers have married local English girls, who sometimes were of the highest ranks. Opposition against the 'Saxon system' grows in the southwest: they want a 'proper' (read: Roman) army and the restoration of the (commercial) links with the Empire. 
442-444 ? After three consecutive harvest failures, the country is in a dire state. Famine lurks, it is the Great Rebellion. A situation of total chaos breaks out, aggravated by raids. The Anglo-Saxon housecarls are overwhelmed. Hengest takes the lead: he gathers an army of housecarls and crushes the rebellion in Kent. After the Great rebellion Britain becomes officially split : the London Council versus the southwest Alliance.
445 A new gathering of the senate. Decided is to reorganize the national defence system in military provinces, redrawn according to the old tribal territories. Loyal Hengest is appointed Military Governor of Kent. Soon after, Vortigern marries his daughter. What happens in the other provinces is unclear, but probable is that powerful informal leaders are confirmed as 'governors'. Most of them are native proto-English lords. They begin to name themselves 'Angle' or 'Saxon' meaning: "We shall defend our ancestral status as if we were Angles/Saxons." There is growing decentralisation all over Britain. It is now clear that the Empire will not come back.
447 Vortigern quits the Senate and retires to an ancestral estate in Wales. He is later besieged by the southwest Alliance and dies.
467 His successor tries to restore the authority of the senate in southwest England by force. He is stopped at Wallop. In the east, civil power and military power are increasingly linked. It is the birth of real aristocracy.
500 A unnamed lord of Bath rallies the southwest Alliance. His city is quickly occupied, probably by Wessex forces. The southwest Alliance gather its troops and the housecarls of Wessex experience a crushing defeat, as mentioned by Gildas.
500-577 Period of peace. The expansion of Wessex to the west is halted. This ends with the battle of Dyrham (near Bath), won by Wessex.