Looking at money again. First, without specifying Serena's housing.
Money:
Income: $69,590 (bank) + $35,500 (income) + $77,000 (trade) = $182,090
Expenses: $30,620 (upkeep) + $11,500 (buying cubes) + $1,000 (advertising) + $5,000 (propaganda) + $6,000 (video conferencing) = $54,120
Final: $127,970
Note that we may be limited on the cube trade money due to additional cube costs.
First: $50,000 expense next month, if we clear out Tokyo. We're being optimistic on that goal, perhaps too much so. Serena's power makes it seem like it should be possible, though, particularly if we can draw in extra assistance from the local elites and/or Nagoya.
Second: Even if we clear Tokyo, DS is still negative, and will be difficult to get positive with the remaining meguca population. This will likely be a significant negative malus on attempts to expand business there.
Third: Assuming the remaining meguca's first priority is to hunt Tokyo's DS back up to 0, and that there are 30 elites and 900 others (50% vet, 50% green), their total hunting capability would raise DS from -10 to just -6.6 if every single one of them was on hunting (thus, no dispatch bonus).
If we assign dispatchers at a rate of 1 dispatcher per 25 territory (I don't remember if our dispatcher rate was per 20 or 30), we'd need 69 dispatchers, and they'd provide a 25% hunting bonus (due to lack of experience). Of course, our dispatchers were using bicycles to mitigate the territory size malus, so I'll be extra conservative and drop the coverage rate to 1 per 15 territory. That requires 115 dispatchers, leaving us 785 non-elite hunters.
That gets us up to a -5.2 demon strength. And absolutely no meguca free to handle jobs. Of course, that's using pack hunting. Switching to pairs for vets and greens (elites were already solo), 380 vets + 380 greens + 30 elites could raise the demon strength to 0.3. Decent enough to be workable (and low demon strength means it's safe), but still no one free for extra stuff like jobs.
On the month following that, 30 solo elites, 380 vets in pairs, and 40 greens in packs could hunt DS at a neutral level. Another 115 are still on dispatch, but overall it frees up almost 250 girls, enough people to start working.
The primary first-month hunt would harvest about 2600 cubes, or about a 2x buffer for every single girl in the territory. After that, they'd need to hunt about twice as many cubes as there are girls in order to keep DS stable. The Incubators would certainly be back on the recruiting path, but there would be an enormous cube buffer so people didn't need to worry about competition for the time being.
So, I think the first thing to do is drop the anticipated courier expansion as part of the actions planned during the Tokyo expedition. That's just not feasible until we get the demon strength back under control, and that will take a full month of focused hunting to accomplish. At the same time, if we get control of a lot of this territory, we can sell extra cubes like candy.