"the GDPR has the potential to escalate to those levels but in the spirit of the good natured enforcers ..."
The author seems to have the idea that bureaucratic EU systems are inherently "good" and that even if things look bad on paper, it will be fine because they are "good" people. This is not how the legal system or legal compliance works.
It's not, because as the article explains, experience with the existing regime shows that, the good natured regulator will send you a helpful and explanatory warning letter that tells you what you need to do to become compliant before jumping into fines.
An un-good-natured regulator would behave rather differently.