From the story, I wouldn't call them successful =P
Successful enough to be at it for a long time, and to keep making money. Successful enough to keep causing harm.
The problem with engaging in an ongoing criminal enterprise is that if you fuck up once you lose, whereas people can fuck up normal businesses for years at a time.
Some people (and one particularly prominent American) do these two things simultaneously.
Trump's criminality is not of the same sort as someone running a drug dealing empire, or in this case a long term phishing scam.
He has a long running business that can't help doing criminal things with every now and then that then get fines. As such the criminality is just part of the normal mismanagement.