I don't think so... generally.
The SE model is setup to have specific questions with real, correct answers. That's why answers can - and should, generally speaking - be accepted. SE sites are not a forum to discuss, they are a Q&A listing. This makes primarily opinion based questions off topic. There are other options available to just discuss these subjects, whether it be in chat or some other forum.
This site specifically deals with how graphic design, "the process of visual communication, and problem-solving through the use of type, space and image"[Wikipedia], is carried out, both in theory and in practice.
From what I can tell, the vast majority of questions that are good and on topic are left open and the ones that aren't generally get closed. That's what should happen. No system or person is always perfect in carrying things out, but we're usually more right than wrong. Meta and flags can help catch the mistakes that do occur.
If a question fits the requirements above along with those mentioned in the help center, it is on topic for this site.
With that being said, let's look at the question mentioned.
It is overly broad
It doesn't seem overly broad to me. It's asking for an offline, non-cloud based, non-subscription program that works on a Mac to keep track of billing for a freelancer. That's pretty specific to me.
It's not asking for the best program (or even a good program, though I think it's implied), it's asking for recommendations matching the specified criteria. That's not subjective, it's objective.
It's not directly related to graphic design and would fit better on freelance.SE
The first part of this statement is where I have the most doubt about the question, but as it deals with how graphic design processes are carried out it should stay.
As for the second part, what does it matter where it fits better? If it's on topic here, it shouldn't be closed or moved for any reason.
We tend to close very many questions on the grounds that they are asking software recommendations that should go to software recommendations SE.
I haven't seen that many questions moved to software recs in my (relatively short) time here. I'm not speaking about any in particular, but it's possible that some questions have been moved when they actually were on topic here. Mistakes happen. As mentioned, meta and flags can be used to help catch these mistakes.
Overall, I think we do a pretty good job. It's good for us to continue to be watchful of how we act to make sure we do the best job possible, possible as for how we actually are doing, I can't complain. The fact that you only have one question linked (and how it is still open, even currently having a bounty) is representative of that - on topic questions are being rewarded.
I think we need to analyze more than just this one question to judge the state of the site. If you have any other examples of questions that have been closed that you think should still be open please link them (this is an open request to all readers).