You can do a lot of other stuff that makes your life a little easier but also protects you.  For example, you can keep using dropbox, but just use Boxcryptor Classic or a TrueCrypt container for the bulk of your files.  Then music and other stuff that you don't care if it gets leaks, you can still have that in the clear, so all your apps can still take advantage of dropbox's interconnectedness to everything.  You can use a non-logging VPN instead of Tor-- yeah you have to trust the VPN, but at least you prevent ISP spying and you get speeds much better than Tor allows for.  And you can sign up for a Tormail or Lavabit e-mail, which again-- you have to trust them, but it's probably easier than only communicating with friends who use PGP.

Remember, security and convenience are always a trade-off, so my personal advice is to only protect yourself against egregious violations and let them have the small stuff.  It's just too much of a pain to not have Google on your phone or to only use encrypted communication or to constantly change services or use fake info all the time.  I mean, if you want to, more power to you, but understand the trade-off.  I like the little conveniences that are afforded by sacrificing some privacy, but I understand what I'm giving up.  I expect all my communications to be monitored, and I am able to protect myself if I want, but most of the time it's not worth the hassle.

But I guess, if you want to fight the good fight more than I do, that's perfectly fine and I bid you godspeed.