[pvg]

Start with the premise [...]

This sounds extremely vague and contrived - something something, the money is speech thing, 1A issue. We regulate all sorts of sales, data collection practices, etc, all the time. Can you find a concrete example, especially in a non-political, plain business-to-consumer context where such regulation has received 1A scrutiny? Even a description by Google or FB or their surrogates of such a potential problem will do.

Every dollar is more advocacy.

The question is advocacy for what. To square this circle you have to argue that the interests of Google and FB are aligned with the privacy interests of individual users - those are the interests such groups tend to claim to represent. This seems implied in your line of argument as I read it and, to me at least, appears glaringly inaccurate.