For things to change, there would really need to be something like:
- data protection fines the whole of the customer list of Amazon/Google/MS cloud
- data protection fines a high-profile company a lot of money for using Office365
- a court forces a public institution to cease using Office365 (no fines possible there)
- enforcement accelerates to a point where, from complaint to fine, things take only a few weeks, instead of a few years, so that lots of medium and smaller businesses are hit. Currently enforcement seems to be starting with the big cases, and being bogged down in the complexity of those.
AFAIK, in Norway, most fines have been directed at public institutions.
Because they’re too Byzantine to make enforcement practicable, or because they’re not seen as a privacy risk (the government in Germany should know lots about you), or something else?
However, that all leads to the obvious workarounds: the official interpretation is usually the most lenient possible, compliance is put off to some time next century due to lack of personell/budget/willpower. And if something is found to be amiss, the data protection officer may order a government agency to fix whatever is wrong, but can neither fine nor discipline a civil servant. Because disciplining is up to the direct disciplinary superior, which cannot be (due to them being independent) the data protection officer.
Besides, the GDPR is not extremely clear, so setting the boundaries in a very public way is a good thing.
Microsoft's incompatibility with the GDPR puts some of its customers at risk. A fine or two and businesses might stop paying for those lucrative cloud subscriptions.
Likewise, a company using O365 to store customer or employee data will get in trouble, not Microsoft for offering that service.
The €100 fine to that one website that included Google Fonts wasn't an attempt to get Google to put Google Fonts in a European holding or whatever. That was never going to happen. It was to punish that website for breaking the law.
Before anything like this will hit the news, there would first be a massive lawsuit that will probably take months or years. I wouldn't be surprised if Microsoft would throw lawyer money to the company involved just to make sure the lawsuit doesn't end setting a precedent against their product.
Never underestimate German courts and their willingness to uphold privacy laws when they get challenged.