I am not a Mac user but its clear reading this site that Apply introduced a bug in 10.12 which Moneydance tried hard to develop a work around for. As the bug is in 10.12 it was not really possible to fix the issue. In most cases a print will happen after a very long delay. Apply fixed the bug in 10.13.
It does not freeze, but can take a very long time to print. There were reports of up to 45 minutes. The newer version of MD reduced that to 10 to 15 min and YMMV. But this bug was introduced by Mac OS 10.12.4.
So to eliminate the problem, either downgrade your system to 10.12.3. Or upgrade to High Sierra. I can think of only one orphaned piece of software that stopped working in 10.13. So I would definitely test and update your other Apps.
As you point out some apps will stop working with an OS update. In this case it was the 10.12.3 -> 10.12.4 update that was broken. It seems to be an Apple issue as Derek pointed out and having been working with Apple for 20 years, I don't see them fixing what to them is a minor issue with an obsolete piece of software.