SBF was/is left (and I suppose mostly signaled rich in that camp), Ulbricht libertarian, but they were caught and therefore had to serve time in jail regardless. That is how our system works. SBF specialized in large scale grifting (like Madoff), Ulbricht in providing an anonymous platform for trafficking. They're competitors of Trump, but given their experience, intelligence, and disadvantage (jail time) if bend loyal they're an asset.

It isn't about any of these people though. Trump is about only one thing: himself (a trade he shares with someone like KJU of North Korea). Specifically, as a narcissist, Trump is all about his image: business and might makes right, no matter the rules. Trump therefore hates the left, truth, honesty, ethics, empowering the weak and minorities, et cetera. Most importantly, he is signaling here: 'if you do business with me, we do the criminal path, and you get caught then I have the power to pardon your sentence.'

Whether Trump is currently a criminal or not, he was and is a convicted felon.

The above is also why I very much suspect Ghislaine Maxwell has dirt on Trump.