Absolutely no way I would do that.
When I was in high school, we hanged out in a bar where both owners and customers were Corsican criminals, not the cream of the organized crime, mind you, just your average criminals (for the record we hanged out there because it was the only place where we could order a coffee in the morning and then stay all day long if we so wished. they couldn’t care less about the number of beverages they were selling).
Some of those criminals were rather old, had spent half of their lives in jail, were pennyless, with no retirement, and had to keep being involved in petty crime just to pay the rent for some shitty place. Not a very attractive career prospect.
I’m sure there are some bright and successfull criminals, who had a pleasant life and now have plenty of money, but they’re few and far between, and I’m sure it didn’t require any less effort than reaching success in a lawful way. Plus, with a reguèlar job, the likelihood of someone killing you when you exit your house in the morning is vastly reduced.
And finally, if you really had to become a criminal, white collar crime is probably much safer and more rewarding than organized crime, and generally entails lighter sentences if you’re caught.
So, I wouldn’t ever embrace such a “carreer”, even if we don’t take into account the enormous moral issue that would also prevent me from joining organized crime.