Sorry if this is dreadfully naive but this is my first foray into using the BGS. Looking at it from the perspective of a footsoldier who just has to increase TDW INF asap here's my thoughts on other things to take into account for the target system:
If the diplomatic situation gives you a choice, some other criteria:
- low population (<1 million ideally)
- low daily traffic levels (the lower the better) so you're not pushing against other people
Carrier management systems, material traders, etc. probably to be avoided if possible as they'll probably have higher traffic, but sure, if you can find an obscure one go for it. As you're trying for movement, not consolidation, 'prestige' systems are probably best avoided.
One where TDW is no worse than the current system controller for the current powerplay bubble will make things easier (as a democracy, you're not positive for any powerplay power, but a neutral-for-neutral swap is at least unlikely to be opposed).
For Winters' space: avoid Corporates ; target Communist, Cooperative, Feudal, Patronage
For Hudson's space: avoid Feudal, Patronage ; target Dictatorship
(all other governments are neutral-for-neutral, so probably safe unless the Power is needing to strengthen that area anyway)
You may be able to get a Power to accept an unfavourable government if you make a diplomatic agreement to fortify the local control system for them when required (but that agreement may cost you a lot later on in effort).
Checking LP 908-11, I'd recommend looking elsewhere:
= population is a bit higher than ideal but about the same as LFT 926 so you shouldn't find it harder.
= there's a native PMF, but they've been there for months with no apparent success so they probably won't object
- Powerplay is Winters, who is Finance Control, which is strong for Corporates like the current system owner. Her forces may oppose a Dark Wheel takeover.
+ there's a bunch of nice stations owned by a secondary faction. This should let you get a quick foothold.
= it only gets you 9LY closer to Sol. Progress, but you could perhaps do better.
- economy is High-Tech/Refinery which is likely to attract a lot of passing traffic. EDDN data suggests that the in-system traffic report is going to be well into 3 figures: if so this will be a massive uphill struggle to take control
- it currently has 8 factions present, so you'd need to retreat one of the non-natives to even be able to invade it, and then get the other one low as well to make it an eligible target. That's going to be very difficult in the time available.