Re your questions:
2. (answer that one first)- You can ask if there are any people who work evenings, but I would not demand it. If it's there and available, certainly take advantage of it.
1. A 1:1 aide or something, the location shouldn't matter. But you will have mindsets and biased thinking to overcome. honestly, if you're putting a 1:1 aide in an IEP, what difference does it make where that aide/para goes? But the traditional bias will be "only in the school building." You can get it added, but it will be a journey.
The process will be the same (see link below)
ANother thought--can you private pay someone to do this? Even if for only a few hours a day, that might be a way to lessen the burden, and start to collect data that your child does better with this accommodation.
https://adayinourshoes.com/one-on-one-aide-paraprofessional-iep-special-education/