System:
1. What does Spectre stand for? A government agent generally stands for that government's ascendancy and/or safety, generally at any cost. A free agent is either out for money, or has some other agenda (but usually money). You mentioned that he managed to hobble the entire world's war efforts. That might be a little broad (both in scope and in specificity) for our purposes. Is it possible that, as a free agent, running around the world messing with things and screwing with people, that he had a very specific goal? Or plan? Or some particular thing he was firmly against and did what he could to stop it? Like, maybe keeping children out of war zones, or drugs, or, one specific evil company, or the like?
2. If we can think of that specific something, then that could lead directly into his semi-retirement from international espionage and taking up shop in Halcyon City. If he's set himself against one evil company, maybe their head office is here. If he's against drugs, maybe a drug lord lives here. But I do think a good, strong reason for him to spend enough time in Halcyon City to train James.
1&2) Since I said he's spent a lot of time stopping wars, I like the idea of Spectre's ultimate goal to be stopping a network of defense contractors that've been double dipping and dealing to both sides in any conflict they can get their arms to. After navigating a maze of shell corporations and subsidiaries, Spectre ultimately traced the illicit arms trade back to Kartech, a megacorporation based out of Halcyon City. Spectre tried to go after the corp and their illusive CEO, Gideon Karr, but at every turn he was hit by red tape, fall guys and dead ends due to the sheer amount of politicians and bureaucrats in Kartech's pocket. Eventually it became clear that Spectre could dissuade and delay Kartech's efforts from inside the system but they'd never be able to fully stop them. With this realization, Spectre began planning they're exit from the espionage community and subsequent move to Halcyon City.
System:
3. OR, another way to go is for James to be the reason he's here. It's possible James represents something important enough that it was worth Spectre taking time out from his global one-man war against [thing] to train James.
4. Or, maybe both?
5. James' initial obsession with computers might work better if it either 1. was an escape from something, or 2. part of pursuing a goal. I often find it useful to think of emotional beats in a character's story as either running away from something or running toward something. Was James on the computer to run away? Or run toward? I also think it might be good if whatever that was, it was something very strong (at least for James). You mentioned the chaos of his household. That's one option. Maybe his family is just one of those whirwind families where everything is a crisis all the time. Too many kids, too many commitments, never quite enough money (but never a firm budget) so you never knew what the heck was going on any given day. So maybe James was running away from the chaos and/or running toward agency, control, order. (that's just one thought, it could be any number of other things).
I'm thinking I work backwards on through these three.
James' father was a travel journalist, he visited many different countries and published well regarded travel guides that balanced seeing incredible touristy points of interest and more humble off the beaten path authentic experiences. On one such trip, James' father was killed when a civil war broke out unexpectedly due to an unexpectedly and uncharacteristically well armed extremist group's surprise attack. Aid flowed in from around the world and with a complete modernization of the country in question's military thanks to Kartech but the damage was already done to James' family.
Some of James' siblings sunk into depression, some tried to live in denial but James' got stuck on anger. He wanted answers and the only way he could think to find them was to start looking online. James dug into every lead and conspiracy theory he could find where he was allowed and when he ran out of those he started learning to look where he wasn't.
This way Spectre would've recruited James based on the content of his digging as much as the ability required to do it. And with the Bailys dropping down to a single income family it made it easier for James' to jump on any scholarship opportunity to take what he could off his mother's plate.
System:
6. Whatever Spectre's deal is (whatever he stands for, whatever his goals are, whoever he is, at this point), how does that trickle down to James? What does Spectre want to turn James into? Who does Spectre want Ghost to be? To join his personal vendetta? To take over something he doesn't have time for so he can run off to do something else? To get done something he can't do (or won't do)?
I think any good spy has a backup plan and for Spectre, Ghost is a potential candidate to take up the mantle if the worst were to happen. Ghost has the drive and the potential to pick up where Spectre leaves off if need be.
System:
7. Given all this, what does all this means to James? What kind of hero does he want to be? Does he want to do what Spectre wants him to do? What does he think of whatever Spectre's deal is?
I think Spectre would have slid into James'life at same time he lost a father figure so it was a fairly natural andaybe even unnoticed transition for James between the two. I think he would have a vendetta again Kartech as well and the additional motivation of trying to live up to the expectations of this person who took him under their wing.
System:
8. If this game was a Ghost solo game, how would Ghost be a different kind of Mask than he'll be as part of the group?
I've been thinking and a lot of what I've defined James with are external factors. His tragedy, his training and now maybe the team. I think in a solo game it would be harder for James' to see this pattern as he'd be more focused and caught up in his own world. Being present to help his teammate with their own issues would likely help him stop, take stoke and gain some perspective on his own goal. Alone he's likely to dig his myself further and further down the rabbit hole.
System:
9. The Private Line in your prior response, I'm totally okay with that, if that's how you want to go. If that's how you want to go, I think you (the player) should make it public. The characters don't have to know, but I think the drama will be juicier if the players know.
My pitch was that, Specter was having Ghost stick with the team to covertly keep an eye on them. I feel like all of you are villain adjacent or just plain wildcards at best so Ghost has been assigned with keeping tabs on everyone under the table. If you love it or hate it let me know in the OOC thread.