Like @spazmodacular pointed out, any transfer of information that is not approved and contents known is a no no. But that is just for starters. The quality of information (accuracy) is problematic, as there are other things that can be deduced/inferred from that - information can always be used for other things as well and often it’s used badly (for thing it was not collected for, so the context has changed). Anonymization is hard and combining information from other sources is problematic there. And then there is the whole, quantity of information thing which gets worse over time - that information is you, but mostly you have no control over it anymore (think, you want to change your life from sports jock to techie but the old choices still bring up only football commercials in your searches in stead of Moneyball and python classes).
So, privacy and security covered. Then there is the psychological and lifestyle choice thing as well for me. I consider myself to be fairly analytical (mostly critical) of any interaction and attempt to influence me, so I kinda automatically try to avoid that. If anything, advertisement that I deem targeted gets my proverbial hair standing and I’m less likely to thing favorable of them or their product. On the other hand, if you have a good product, I will find you and your donation page. Although, I’ve noticed that some donation services do not fill my privacy and security needs, so that was that, unfortunately. I did once come across a coffee themed service (as in, “byu me a cup”, figuratively) that I objected due to the fact that I don’t like the stuff - yes, it’s weird.
The idea, that there should be a hose somewhere in the system that leaks any information seems bizarre to me. Sure, there may be some benefits, but they come at a cost that is overlooked or not recognized. One is the efficiency aspect. It costs money (electricity, servers… nature) and time (loading, clicking). I don’t want to spend that. It’s also a burden mentally. All those may seem insignificantly small things but a single transaction is not the thing here - let’s think x1000, x100000 and even x100000000 (global).
But coming back to the original topic… I don’t think advertisements should be the issue. They are annoying and to make them less annoying at some level, I wouldn’t be ready to sacrifice the other points I listed. There are some specific ways that could be used to convey information in a controlled way that probably could be considered but that’s probably what is not wanted here, because it does not allow for monetization or spreading of the information further. But shouldn’t the real question be, how to get money from patrons/customers to developers/companies (of open software)? I’m not against paying for a good product.
This all looks to me like someone is trying to set up a monetizing environment where one is not wanted. It’s like wanting to build a new google to a place that has been specifically build to avoid it.