Like any screw exerting pressure on woods, the cells underneath it will collapse over time. It's rare it would get loose before a decade.
What sooooo much better is this long frame jack compared with the standard barrel side jacks. While we used the Switchcraft one forever, they mechanically fail in 5-10 years. We even started adding a modular connector to the barrel jacks to make repairs easy. I usually recommend people buy 2 spares since the spare will need a spare in a few years.
These long frame jacks are rated for a million insertions. The contact is a chunk of welded palladium. These are the same connectors used on telephone switchboards ages ago, and they are very durable. Plus they are able to handle all the stupid 1/4" connectors that aren't a 1/4" in diameter many of the overplated ones exceed 1/4" and stress out the barrel jacks even faster.
We use an
offset screwdriver to get it snugged in there.