A1: You should not import the 1099-B if you are going to summarize the transactions.
A2: After you enter the summary totals then you will be prompted with the option to attach the 1099-B. You can attach it then.
A3: The addition to the cost basis is on your W2 so it is traceable for the IRS. This will definitely not hold up your initial electronic filing. It may lead to a delay while the IRS figures out what you've done. But what you're doing is exactly what the IRS instructs you to do.
A4: If you are entering all the transactions and they are all covered transactions then the IRS doesn't need the 1099-B. I would still send it - the attachment is easy and it's right there to keep them from having to match documents.
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