You've killed us both

[Kein]

My point was that Alexander may know more about the orbs than Agrippa, and if he does originate from the other side of the portal, then he probably is pretty proficient with them. Maybe that's why he hasn't unleashed a shadow himself.

No, he didn't. Have you tried to visit his room in Chancel? There is a note about his failure with Orb, he failed. He didn't know much about him, thats' why he held Agrippa. Consider teh fact that almighty Weyer knows almost everything about the Orbs (he has many) and was the apprentice of Agrippa - that just proves how precious Agrippa was (and how much he knew).

I do like the Merlin theory, Agrippa said that Weyer should be "the greatest man in history". Perhaps his exploits are so unbelievable that he was passed off as a myth or the legend of Merlin(And possibly many other magical/spiritual figures)?

Well, yeah, but it should be vice versa, since 6 century was BEFORE 149x.

Some of the loading screens seemed to imply that daniel had a lot to feel guilty for in his life, even before he found the orb. Leaving a loved one behind, attacking a friend when they were children. He even seemed impartial to Henry murdering one of his friends in order to get the map in the first place.

Okay, I get it.
PLEASE NO SILENT-HILL LIKE THEORIES HERE. Daniel != James Sanderland. No guild and sorrow produces monsters/alternate reality here. Guradian is a nature/life force. He don't bloody care if you are guilt in sumtin (STEALING COOKIES, bug deal, death sentence!) or not. He just kilsl you if you touch the Orb. Simple as that.

Have you ever read HPL stories? It's "old-skool" horror, it does not work like the modern one.