I would revise your request. You’re the one sending the link(s) to the end user and you should tell them you are sending it. You don’t show how or why any custom name is safer. These two links go to the same place but one is masked to look ‘friendly’.
Regular non technical employees would balk too at least the ones who have security training. It may be fine but it doesnt appear that way. Take it as a UI/UX concern for adoption.
You still haven’t explained why you believe a ‘Friendly name / Custom domain’ would even do for security nor what that is even considered. How are you sharing pictures with ‘Auntie’ and what is the domain? What are you considering trusted?
That makes it even worse, as it obscures the true destination of the link.
OK, is the concern for “Auntie,” or for “regular non technical employees”?
And in either case, the standard security advice would be to not click on links you don’t expect–but in the example you gave, Auntie would presumably be expecting that link. And if you’re digging a bit further, you’d see that the link is to a truenas.com domain, which you’d presumably recognize as legitimate. But that’s only if you have the sense to look at the URL in the first place, which I wouldn’t expect either Auntie or “regular non technical employees” to do.
But I suspect there are a couple of reasons it is the way it is, and is unlikely to change:
The link must go to a domain iX controls, so they can get certificates for it.
It uses a long, apparently-random subdomain to avoid leaking any information about the account-holder.
ANYTHING obscures the true destination. If he’s asking to make his urls more friendly to Auntie then that’s the way without a real domain. But of course no one should link on links they haven’t any trust it, that’s basic security.
Really depends on what he wants to do, in the basics if its a real Auntie go and edit her host file to direct all his links from her PC http://mynethew.com/\*
Non-technical employees who have had training is taught to not click anything unless absolutely sure and they have a good incentive to do so, at least in my company. Anyone who fails a company phishing email test (they send out these phishing emails at random once in a while) will be forced to retake their training.
So they also should be able to identify a phishing link vs legitimate link because this is one of the top focuses of the phishing training.