Yes you may later apply for GC if otherwise eligible.

It shouldn’t be relevant at all to employment check.

Yes you may indicate unknown based on information provided.

You may indicate unknown given information provided.

Yes you may while second extension is pending.

It is possible but best to consult with an attorney for guidance.

Yes with validly approved advanced parole.

It appears the answer would be yes. Consult with an attorney for guidance.

Refer to the USCIS checklist for guidance.

No that is not risky to obtain the I94.