I don't use the business version, so I would not know about that. I have not read previous reports of that.
Are you saying that if you leave Money open after the failed attempt, you continue to get blanks until reopening?
To work around this, or to aid in testing/experimenting, you might change the printer to the Microsoft XPS Document Writer. Then you could print the successes from there. There are also virtual PDF printers that you could select, and use the same way.
I hope somebody has useful info for you on this.