RE: How to do I import older transactions that were never imported?
Most banks make transactions for the last 30 - 90 days available for download and there's nothing can change it when connecting directly to the bank.
In most cases, you can't import a QBO file into a bank account already set up for bank feeds. In order to import it and select the account, first remove the bank feeds set up from the account (edit it from the chart of accounts do to this). Then you'll be able to pick it to import the QBO file.