Where are checking to see if there are addresses?
When I open Core, I check "File / Sending Address" and "File / Receiving Addresses".
So this is interesting. I dumped my wallet using the command line (bitcoin-cli) and it shows my newly added keys. So I tested adding more and dumping, and they are adding. But, my wallet.dat file has not been modified (size and data modified unchanged). Is it possible bitcoin-cli is accessing/editing a different wallet than Bitcoin Core GUI?