I think it is wortused just a few h thinking about things like this from a practicality aspect. The one thing with comparing typical amateur/hobby radio to professional installation is the necessity for long trouble free life vs cost and simplicity of process.
What I mean is that if you stick up a Diamond on the end of 10m of RG213, then what you are really looking for is an instantly working antenna and decent performance. If in two years time it dies due to water ingress, the antenna bolts will be rusty and perhaps snap off and the antenna, cable and connectors get scrapped. You've spent perhaps well under a hundred quid and got two years. If you sealed the cable end up top with stretched PVC and a decent overlap and lots of winds - 2 years is not unreasonable - but once the water is in, it gets up the inside very rapidly. Water can easily travel a very long way.
If you buy a roll of proper tape, and do the job properly - for the less demanding amateur use using the professional sealing techniques can extend life quite a long way - my commercial UHF antenna has been up for nearly ten years, performance the same as new.
Much depends on what you want, and how long you want it to last. It's just a choice. PL259s vary from decent ones with seals to ones with tapered threads - one foggy wet night is enough to start the rot!