He probably is a higher risk of racking up 25 more years every 18 months than a shank specialist.
People like Sam Bankman Fried are much harder for me to feel bad over. He was never struggling to pay rent or having to worry about not being able to afford groceries next month. He was already well off, and just decided to gamble with other (poorer) people's money because he wanted more money.
This means, to me, that this was a more cold and calculated thing, not something out of desperation or frustration, just greed. Robbing someone that you think is rich is bad. Robbing someone you think is poor is something supervillains do. If he's already been able to square that circle once, I see no reason that he wouldn't be able to do it again.
Forgive me for not crying over how he might actually have to pay consequences for his actions.