So, I have a fake budget I use to show people how YNAB works, if they're interested.
I set it up with scheduled transactions for most everything so that it can show a picture of what using YNAB looks like, whenever I need it, with little upkeep. This includes credit cards.
I've had it for about a 1.5 years or so, and I periodically (every 6 months, or sooner, if someone is interested) go in to approve/clear the transactions, and then go through each month and budget the underfunded.
However, I don't understand why (let's focus on May, because that's current, and we don't have to think about past issues) my now-budgeted categories do not send their money to the CC.
I just realized my CC balance was going positive with the "statement balance" I was sending. I just went and changed those numbers and it's all good now!