In the scheme of things this is not a big deal, but there is a concept known as “best practices” for a reason.
Take a look at the following picture and see if you can tell what is “wrong.”
Well, in the picture there is actually nothing wrong other than the hole needs to be properly sealed.
When the low voltage installers, like phone and cable companies, run wires on the outside of the house and then have to go through the siding to get to the interior, it is best practice to run the wire below the hole and then back up to the hole so that water will not follow the wire into the hole.
The problem here is that the first picture is “upside down.” So while the installer had the loop part down pat, they apparently did not know what it was for.
Some amount of water will hit that wire and follow it into the uncaulked hole.
Like I said, not the biggest of deals in the big picture--and a simple enough fix for someone that is not loopy—or is at least is loopy in a good way.
Charles Buell, Real Estate Inspections in Seattle
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WA State, Home Inspector Advisory Licensing Board