I won't agree with you. Old users want to tech perfect things about bitcoin, so the new user will not regret it in the future. If someone asks you about a bitcoin wallet then you should suggest a good wallet as a senior bitcoin user, web wallet wouldn't safe ever and newbies would regret when they will face many problems like KYC and account block. Even they can't buy a hardware wallet they should use a noncustodial wallet and no cost for it. If you don't suggest a hardware wallet then how newbies will no that it is such as an option to keep safer your bitcoin.
Regarding earnings, everyone earing from a different way, so they will suggest as same. Also, they should know regarding anonymity, either they follow it or not. I can't see anything wrong here.
Why not teach them both, the problem here is that there is always a "Make Your Choice" moments, we could teach them both the advantages and disadvantages of both wallets for example and let them decide what to choose from, yes, there will be regrets but it is up to the newbie if they are willing to continue forward or not.