Here is a problem, in my opinion: how to convince masses to using bitcoin, if they have to learn some technical details about increasing basic anonymity. Seems that Bitcoin is not an out-of-box solution.
That is the thing 90% of people will not need to learn some technical details about increasing basic anonymity only need to learn basic security, do you really believe that governments are going to waste their time tracking every bitcoin transaction.
More important thing is that:
Even worse, every joe with my address knows how much i have.
This is the point, in which Bitcoin is step behind banking systems and fiat money in general.
Isn't that what multiple wallet addresses are for?
This. And even if you do use the same for whatever reason, it would never be a risk to do so given it isn't linked to your personal information.