My thoughts:
I have two proposals for King Gellir, and two for Jarl Gjalund.

1E 113 - 221 High King Harald Hand-Free (founded Kingdom of Skyrim, defeated remnant dragon cultists at Lake Honnith)

1E 221 - 222 High King Hjalmer

1E 222 - ??? High King Vrage the Gifted (takes part of Nibenay from Ayleids, most of High Rock from Direnni, Morrowind from Dwemer and Chimer)

1. Sky-Dwemer discover Aetherium

1E 243 Alessian Rebellion against Ayelids

1. HIgh King Gellir reigns and conquers Dwemer

1E ??? - 369 High King Borgas of Winterhold (failure of Moot to elect Jarl Hanse of Winterhold results in War of Succession, Nords lose holdings in Morrowind, High Rock, and Cyrodiil)

1E 369 - 420 Skyrim is without a High King. 1. Dwemer take back lost cities.

1E 416 Nords driven from Morrowind

1. Holdings of Jarl Gjalund is written just before Olaf's reign

1E 420 Rourken Clan migrates to Hammerfell

1E 420 - 452 High King Olaf reunites Skyrim and conquers the Reach

2. Holdings of Jarl Gjalund is written just after Olaf's reign.

1E ??? - 478/479 High King Kjoric the White

1E 478/479 - 482 High King Hoag Merkiller (Battle of Glenumbria Moors where Direnni/Nord alliance defeats Alessians)

1E 480/482 - 533 High King Ysmir Wulfharth (defeated the Direnni, purges Alessian heresy, reinstates traditional pantheon)

2. Events of the Aetherium Wars takes place here instead.

1E 700 Dwemer disappear and the War of the Crag ends. Wulfharth supposedly plays a part.


Clues for High King Gellir from the http://www.imperial-library.info/content/aetherium-wars

Following King Harald's reign - Dwemer discover Aetherium and create an alliance of four cities for its production. How long did the Dwemer live in peace with the Aetherium forge? Dunno.

"Decades" of conflict between Dwemer cities makes for easy conquests by Gellir. There are few spots he can fit that aren't already taken.

King Gellir conquers Dwemer cities from Markarth to the Velothi Mts. A moment of Dwemer weakness. Because of civil war? Because of the War of the Crag?

A century later Dwemer reclaim "most" of their lands. A moment of Nord weakness?


Clues for Whiterun http://www.imperial-library.info/content/holdings-jarl-gjalund

H'roldan was "recently seized from the Reachmen" Perhaps a reference to Olaf's conquest of the Reach.

Each settlement is named in dragonish, so H'roldan is "AHROLDAN" or Hill-?Dan?^1., and Whiterun is "AHROLSEDOVAH" or Hill of Dragon. A reference to Dragonreach?

The scribe Slafknir is sworn to both "the Old Gods and the New" A reference to the traditional nordic pantheon and to the Alessian Order's One?

The bard's name, Slafknir, bears startling resemblance to Svaknir, age-old enemy to Olaf One-Eye. Almost too close... Hmm...



1. Perhaps daan (doom)?

Additional notes:
-First time that I noticed this: "AND HROL DID LOVE UNTO A HILLOCK" is "AND HILL DID LOVE UNTO A HILLOCK".
-Wow, following Wulfharth's reign, there is a complete void of Skyrim lore (unless you count the defeat of Orcs and Nordic defeat at Red Mountain) until the Annuals of the Dragonguard picks it up again around 1E 2800. That's some 2300 years of emptiness there.

EDIT: Updated...