I have a different opinion. I think that he has bought some bitcoin long ago and hodling. Of course, not for the tech, not for the freedom, instead, purely as investment. I see no other reason he spends this much time keeping an eye on everything that happens with bitcoin (and some more).
Of course, he may not admit that. That's a different story.
Not really impossible(knowing that bitcoin really fits his ideology, only except that he's a huge boomer that thinks digital stuff doesn't have value), but I wouldn't bet on it. We can easily assume that him trashing on Bitcoin left and right is just a huge marketing ploy for his gold business(SchiffGold). And his marketing stunt sure worked(and is still working).
Apparently it didn't work since he is getting liquidated. I mean a gold company could only survive for so long, you can't make that much money on gold which moves tiny bit up and down, that difference is not something value of money at all.
Look at exchanges for example in the crypto world, they are making so much money and they are worth billions of dollars, why? Because people spend billions on them every single day and that money turns into tens of millions of dollars in trading fee for the exchanges. When we are comparing not even gold vs bitcoin directly, but just gold companies vs crypto companies, we could see crypto wins even in that situation.