Quicken has always done this as far as I know, but I agree that having two entries show up in the "to" Account could be helpful.
Click the ellipses (…) and make your post an Idea and I'll bet it gets some votes. (I would think that such a thing as you suggest would be possible but not being an antique data base guru I can't say that it actually is possible.)
@petereberhardt
"I don't have the option to convert my post into an idea when I click those (...) "
I think the forum does require some number of visits or posts, or something, before you can do certain things in here.
If you use a different Tag on the two principle payments, they should stay separate.
On my mtg payment to Escrow, there are separate lines/splits … one for taxes and the 2nd for insurance. They have different Tags & appear separately in my escrow acct
Ah, that does seem to work. $1,200 payment on loan with $50 of extra principal:
The Tags are the "/regular" and "/extra" appended to the category. "/" separate category from tag, ":" separates category from subcategory which Tom did not use in his example.