Very insightful! I think you especially nailed him emotionally. :)
One of the tricky things with his background is gonna be that the background JF had in his head and used as motivation for Sheppard turned out to be different than what the writer's eventually came up with. So the question becomes will his motivations makes sense once Outcast airs?
He plans it, and McKay makes it happen.
Unless McKay isn't available, then it's usually pretty darn close to as good at making things happen, as seen in Hot Zone and Common Ground, but most notably Grace Under Pressure and Travelers. As an officer, he's trained to delegate, so he usually does, leaving himself available to deal with other problems that might arise (ie. the bad guys returning while McKay is trying to reroute the power in Condemned.)
He may or may not be a little bit of a control freak
Officers in the military usually become control freaks, even if they weren't before they become officers, but more importantly (especially with Sheppard, I think), people with trust issues nearly always become control freaks, even if they didn't start out that way. So I would expect Sheppard to be a control freak, though he might hide it well when dealing with (some) superior officer (he clearly doesn't hide it well when dealing with all superior officer, ie. he's pretty good with Sam and letting her be in command, but he was lousy at it with Liz - it took effort, often visible effort, to let her make the command decisions - and not so great, sometimes, with Caldwell.)
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One of the tricky things with his background is gonna be that the background JF had in his head and used as motivation for Sheppard turned out to be different than what the writer's eventually came up with. So the question becomes will his motivations makes sense once Outcast airs?
He plans it, and McKay makes it happen.
Unless McKay isn't available, then it's usually pretty darn close to as good at making things happen, as seen in Hot Zone and Common Ground, but most notably Grace Under Pressure and Travelers. As an officer, he's trained to delegate, so he usually does, leaving himself available to deal with other problems that might arise (ie. the bad guys returning while McKay is trying to reroute the power in Condemned.)
He may or may not be a little bit of a control freak
Officers in the military usually become control freaks, even if they weren't before they become officers, but more importantly (especially with Sheppard, I think), people with trust issues nearly always become control freaks, even if they didn't start out that way. So I would expect Sheppard to be a control freak, though he might hide it well when dealing with (some) superior officer (he clearly doesn't hide it well when dealing with all superior officer, ie. he's pretty good with Sam and letting her be in command, but he was lousy at it with Liz - it took effort, often visible effort, to let her make the command decisions - and not so great, sometimes, with Caldwell.)