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support@splasm.com answering the same question, but here's the deal in case you don't get that message:
Just so long as you set the correct Starting Balance for your CheckBook Account, you can start out in the app by entering data from any time period forward. Then, reconciling in CheckBook should be a breeze, later on.
For starters, go up to click the
Account menu at the top of the screen and select the
Edit Account menu option, to get to where you can edit your CheckBook Account’s Starting Balance. Then, you just need to enter the real world account balance from
just prior to the earliest entry you’ll be adding (or have already added) to your CheckBook Account into the field labeled “Starting Balance”.