1. Amex will let you have 4 credit cards. Personal or Business, makes no difference but not more than 4. Charge cards are not counted.
Also, apply for both on the same day, you might just get lucky and get your credit pulls combined, but one will be denied automatically...That card will then get approved later on on it's own or by calling recon in a few days.
2. Depending on how long it's been since your last AOR and how much credit Chase is willing to extend to you, you might just get auto-approved for it. If you don't, you can always say that you need it for the ability to transfer points to partner hotels and airlines.
3. You'll have to read the respective threads and go back about 10 pages or so to get the current status of applications.
4. How long has it been? If it's been more than 6 months and you've put a lot of spend on it, you may just get auto-approved or you may be able to talk them into giving it to you by saying you need it for separate expenditures. Again, I'm not the authority here so you'd be best helped by reading the thread.
Cheers.