Hello @sbaird32
Thank you for reaching out on the community and telling us about your issue. I do apologize for the issue you're having. I was taking a look to see if I would have the same thing requiring me to go back and I do but I did also notice that if you were to use tab in the place of enter it'd behave the same as it would if you were to press enter in MS money. This should work so that you're able to ease the workflow a bit.
Let us know if this helps you out!
Thanks,
Quicken Francisco