I get the feeling you have no real experience either running a company network or dealing with end users and home networks. Any of these solutions work fine for a majority of people who just use their laptop in Starbucks, but they really break down when you need to start doing anything more complicated than that.
Please, educate me as to what I am overlooking. The requirements of buying a domain name and getting a LE wildcard cert should be trivial to someone with the experience you seem to have.
All of these juvinile "It's easy! just implement ${SUPER COMPLICATED INFRASTRUCTURE WITH SPECIFIC REQUIREMENTS AND LIMITATIONS I'M GOING TO TO PRETEND AWAY}" replies from eager-idiot hacker tweens is just trolling.
