1. Are you answering the question the person asked?
Yes, I always try to respond to the best of my knowledge. I say "I don't know" otherwise.
2. Does the person actually understand what they are asking?
Test equipment is not like buying a smartphone or anything else consumer related. People need to understand what the gears can do and, more importantly: what gears cannot do. Also, people, need to realize that if you do something dumb with a £20K or more gear and you damage it, you are responsible for it. If you are not sure do some research first and do calculations.
3. Are you spewing BS from unfounded herd mentality or fanboyism?
I'm not a fanboy of any kind: I hate fanboysm. I'm always open to new gears of any kind of brand,regardless the price point. If something is poorly supported or it's known to have problems that remain not solved I don't buy it. I found unacceptable that a scientific instruments of any kind are not supported in a reasonable amount of time, considering, that test equipment should always be trusted even if it's old. Of course you can't pretend that it's still in spec if it's old, but things change drastically if you can't find anything about it. Especially, if the gear malfunction.
4. If your best friend asked you the same thing, would you actually recommend the thing you are about to recommend?
Probably Not. Different scenarios mean different applications and taking a decision like that, without thinking about "what is the right tool for his application" will result in wasted money...
5, If the person purchases and does not like what you recommended, would you buy that thing from them so that they would not be out of money?

What? what's the point of this question? If you choose wisely you will never have this situation. This question is pointless.
The real question, would be: is it worth buying crappy instruments? The answer is probably yes
if and only if you know what you are doing, but be warned that when problems are instument-related and not DUT related,when you figure out it's too late and money (and time) are not refundable....
If you can't answer these questions with "yes", then don't say anything, you are just spouting BS and trying to look important.

Not really: you just need to be wise and know what you are buying
before moving the money. You need to know how to compare the items in an objective view, and it's kinda difficult nowadays...