This is my fuck up again.
I don't check for Maya's subquest when you bankrupt Gloria, so if it's unexplored (barely started), it can not be finished after the bankruptcy.
I'll fix this by auto-advancing this subquest to be complete once you bankrupt Gloria. Thanks for reporting.
edit:
As to Maya:
Another fuck up. Basically to advance her route you need the Maya*Gloria subquest, but you can't advance that once you bankrupt Gloria.
I'll probably just add another check for M*G subquest to the bankruptcy check, should be easier.
For you, this means you can't finish it on that save-file. Sorry
(unless you unlock the console and type in:
$ glo_maya_plot=3
Then you'll be able to continue with Maya.)