It should not be frustrating at all. I already covered this idea by mentioning not to worry about hotel managers.
Hotel owners have the added advantage of their hotel liability insurance to fall back on. That is in addition to their private auto insurance. No worries there.
Hotel owners are generally not known to be taxi operators. Similar to hotel managers. If the manager is not an issue, the owner would be even less of one...
You may be making it more complicated than it is. Vi was asking about a taxi driver friend who is no longer paying for a red plate. That is making them a potential illegal taxi.