I used to think like that too but eventually I sync my contacts, bookmarks etc. They, the computer programs that automatically gather and analysis information, already know a lot about us then we know about ourselves. It's not humans but machines; they know way too much about us. There are billions of humans online, it would be impossible for humans to handle that large data. That's why machines are handling it. Only if humans target us then it can be a problem but machines, oh well, they are sooner or later going to take over and make things "easier". Maybe they already have and we don't realize it.
The things, I search in search engines in my mobile, laptop, tablet, anywhere; even when I am not logged in, or even in incognito automatically shows up later as "suggestion or ad" when I am logged-in in different device, different browser. I have tested it many times with different scenarios. They (machines) know me with my pattern of searches and location/sites/pages I visit, apps I use, lots and lots of stuff that we ignore or take as granted.
The only way I found is bit safer is by using a layer of anonymity but then again who knows which servers are listening at exit-points?
In this age, it seems better to stay somewhat transparent to show that you have no bad intentions rather than trying to use anonymity methods to stay anonymous and raise suspicions and then get attentions from humans. As I said earlier, it may get worse if humans are watching our activity.
Welcome our machine overloads. Give in and enjoy your ride.