The concern I have with permanently mounting an SO239 through the deck is that they tend to live short lives in the marine environment. Unlike a PL-259, which is relatively easy to clean, the SO239 just gets replaced.
Yeah, I can see that being a concern. Especially if the boat sees saltwater.
Fairly easy to swap out connectors that are on a loose cable.
Maybe that's why the selection of lengths with an integral plate is so small.
They are likely all meant to go though internal bulkheads and panels where the corrosion risk is less, in spite of some of them being marketed as waterproof.
My big concern with the SO239 setup, assuming a threaded plate was used to minimize the chance of leaks, is that the hole is so big, that it's a pain to get rid of it if you want to later, but a small hole for a cable could be filled easily.
It's a bit of a risky "experiment"
I'm still not 100% sold on the idea and I have a short deadline to get the boat ready, so for now/tomorrow I'll use a new gland nut style fitting like the boat had before.
After the boat is functional again I'll consider the SO239.
Cloud and jmczzz still like the idea, and I may too, so I'll still look for a solution when I have spare moments.