I am surprised you seek out after filing for naturalization and appearing for the interview. Unless this case went to trial and the charges were...

There are no guarantees that there will be no gap in employment. There is always the possibility of H-4 getting approved sooner than the EAD.

Visa expiration has nothing to do with status or EAD extension. Check when I-94 expires. You may stay if the extension was timely filed. You may...

You should file COS with pending H-1B as if H-1B is approved, you will fall out of status. Ideally it should have been filed concurrently unless...

There is hardship waiver if you have USC parents or spouse. If you do not qualify, you wait for 3 years and then you can seek a visa to enter. ...

You may apply for H-4 and enter U.S. to spend time with your spouse. Wife does not need to have a visa for your application

Ask for it. If they will not cooperate, simply apply for a replacement with the explanation as you mentioned.

You will have to seek so your family can join you - whether it is spouse or child, so long as they were disclosed on your application.

All employments must be reported to DSO so they endorse it on your I-20. You should check with them what is authorized to meet OPT requirements. ...

There are no limitations on how many times you sign up for lottery so your understanding that you have run out of H-1b tries is faulty.