This mostly depends on if you fall under the Cap.

I would rethink the plan. You don't want any hint of deceit or fraudulent intent. The end result should be to actually reside in the U.S.

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Money is the key. If you are investing a lot, more than USD 100K, then your chances are very good.

Hedge. Maintain F-1 until you find out if TPS approved. No need for risk taking.

If you are married and living with said spouse, then typically you can file 90 days before your 3rd year anniversary.

New one or same one, it is your choice.

The Green card holder should be able to petition. Hiring an immigration attorney would be wise.

You sound like your set. Premium notices are normally relayed with valid I94 .

Missing hyphen is typically not an issue.

I am not seeing an issue with what you want to do. However, it may be redundant.