Yes, I have no issues with transmitting my digital life back to Microsoft. I have done so since I got my first Hotmail count 20+ ago. Since then, my digital life has in one form or another been connected with Microsoft Services.
I have never felt Microsoft has abused this trust I have given them. I have never thought that they have used my information for purposes I am not comfortable with.
I have this thing against advertisement agencies. I don't trust them. I felt the same even before Google was there even before my life became digital. It is not something new that I try to limit the information I give to advertisement agencies.
Microsoft sells ads, too. They're integrating them into Windows. Microsoft sells everything that Google sells and more.
If Microsoft could have grown Bing as big as Google by doing everything Google did that you distrust, they absolutely would have done so. They would have done it with Windows Phone, too. And they still will, if they can, eventually.
I'm not here to start an argument, just to suggest you re-examine your loyalties if you think Microsoft isn't going to screw you if it makes them $5.
I don't want to start the argument either and you are also right. They would do exactly as Google has they been in the same situation.
Like so many here, I also wonder, why they don't become more like Apple in terms of privacy.Google would have no answer if Microsoft was a privacy-first company.