Ok, we're assuming that Abraham started out working with the academy (Gribbs as his chauffeur, Dagney giving him orders), and then was anti-Academy (saving Hisao, infiltrating the academy, Abraham-Daramount incident). When did this changeover occur?
It looks like it had to have happened between six and five years ago. Six years ago, Dagney pulls Abraham away from Coney island because "he needs to see you". Five years ago, he saves Hisao from the fire (against the Academy's wishes).
That means that all the interaction Abraham had with the glories (finding Zoe and giving Hunter the watch) was under the Academy's instructions.
How does this work with the Clarkson-Abraham relationship? Abraham works with Clarkson both before and after the schism. Clarkson is putting together the truants before Abraham leaves the academy. Could "Abraham's camp" have pre-dated Abraham? Or did Abraham plan his defection years (at least four) years before he actually pulled the plug? When Abraham says "when I got this land", is he talking about setting up the camp, or inheriting it from someone else? If the former, where were the Truants before he defected?
Do we have any time clues as to how long Abraham's camp has been there?
Who does he think is calling the shots through Clarkson?
Of course, a lot of this could be solved through time travel: Academy Abraham defects, then goes back in time to set up the camp. He's certainly aware of time travel (Casey: "You get that I'm your son's age, right?"). Is defector Abraham visiting Ike while Academy Abraham is gone? It would explain why he is unphazed by Cynthia's infidelity, it's old news to him.
Stabbed Abraham (issue 24) is wearing the same pink shirt, grey slacks and grey-blue tie as restaurant Abraham (issue 26). But restaurant Abraham also has a similar long overcoat and grey scarf as Mr. cleanup Abraham (issue 11), though clean-up Abraham is wearing some sort of sweater instead of a shirt and his coat is shorter.
Rough timeline from Abraham's view:
With the Academy:
- 16 Years ago:Son born (with Gribbs)
- Six years ago: Coney island
Against the Academy:
- Five Years ago: Rescues Hisao
- Four years ago: Sends out the Truants
- One year ago: Camp is raided by Daramount
- Ike and Abraham meet in the dungeon
- Abraham escapes the academy
- Abraham gets stabbed
- Abraham helps Ike with the cover up
I'm not certain where the Abrahams that contact the Glories fit in.