The most tech savvy I have ever gotten with a friend is using Signal. I guess if I truly care about privacy is should use GPG on whatever can use it, but I don't do a lot through the internet that does not obligate my identity, like banking or university stuff. I tried to be random with using aliases when ordering stuff online, but more often then not it was a hassle with family members getting confused. Plus, there has been times when I need to sign or pick up from the delivery center due to some error, and I am glad I used my name since they look at ID.
Social media is like the only reason to stay anonymous.