Because the human world has become increasingly complex, we need to be very clear when we are talking of things that are to do with our biology when referring to the digital space.
Gut in this context is obviously not the digestive aspect but what we usually refer to as instinct, and which is something that I do not think can be taught in the normally teachable ways.
But there is also another aspect that is sometimes confused with instinct when it is to do with people making choices/decisions and that is fantasy/imagination.
So the question of ”Do you trust your gut?” should be treated with caution because instinct can be mixed up/confused with fantasy/imagination and some people are not conscious of which one they are using when making choices/decisions.
Instinct appears to be more used/most useful when we have little to no facts and that we are dealing with a person or human situation in front of us. This could be for example, a job interview scenario, or a property rental/flatmate viewing and also, going on a date.
Fantasy/imagination seems to be more to do with future projections of “what could be” often with “If X,Y or Z” happened/were in place”.
With domain names, we have neither a purely person scenario nor a purely future projection scenario, but a modern Frankenstein of both scenarios.
So for me, the question as it relates to domaining has more to do with who is making the judgments rather than what the judgment is about. It is very easy for a domainer to get “carried away” with a fantasy of what they have formed in their mind about a domain name, given that many/most domainers are mostly at their computers/devices alone and might communicate with other domainers electronically, who are also alone at their computers/devices. There are also domainers who will not communicate with anyone about domains too.
Thus, being alone with an idea/fantasy can create a false/inappropriate sense of what is “a good idea” in addition to the person not realizing that this is actually going on. I realise this is not news to more mature minds on here but there will be young/younger domainers who are taking an interest in domain names and who may be unaware of the forces at play with registering domain names.
In addition, the atmosphere around the subject of domain names is akin to “gold rush mentality”, which was how it was described many years ago and I think it might still be described that way today in some places.
I remember during the late 1990s how almost every new company being formed had an “e” in front of its name or later an “i” and all of them hyped to insane levels. Only a few these companies still exist today.
My suggestion as to what to do about your names that are about to expire is to answer these questions for yourself:
1) Why did you register the name in the first place?
2) What kind of traffic has it attracted?
3) What other names exist that are similar to your name and do those other names have sites attached to them or are they just parked?
Try also to find sales of domains that are similar to the names you have and see what they have sold for and for how much.
The golden age of domain names is long over and so much more caution about renewing domains would be my suggestion, alongside much less excitement and hope about a name you have that is expiring.