This sounds to me like what the OP was asking for is not possible...

I have a similar situation, where I have multiple transactions on a credit card.  At the end of the month, I get a monthly summary.  I would like to enter this one monthly summary as a bill, and then to be able to individually select the transactions on my credit card feed to zero out the value of the bill.  But I can't do that, unless there has been some update to QBO that I'm not aware of.

Right now, I do create individual expense entries for each transaction and it matches with my credit card feed just fine.  But I was hoping to be able to do what I described above to save some effort.  Creating a bill and manually "making payment" for the value of each individual transaction does not save any effort compared to what I do now.  It would be nice if this were possible.