Hi Billy!
You can transfer from one Account to another without having to enter the same information in both Accounts. As you're creating the Entry in the first Account, when you get to the To or From field look just to the left, at the actual word "To" or "From". There's a little triangle pointing downward there. Click the word "To" or "From" and you'll get a menu with the option to switch to "To Account" or "From Account". When you select these options, the To or From field will become a menu button listing your other Accounts. When you press the OK button a corresponding Entry will be created automatically in the other Account.
We are still working on CheckBook for the iPhone and iPad, but we've had to deal with issues with the Mac version first. We're also not in a place where we can announce a firm release date, but if the rollout of 2.5.6 continues going smoothly we'll have more time to devote to the iOS version. Keep an eye out for an announcement on this forum, on
Splasmata, and on our Facebook page and Twitter feeds!