Drug offenders often get punished so disproportionately for their crime that they're unable to take advantage of systems that would help them improve their lives after their multi-year prison sentences (jobs, college, travel, etc.) They certainly aren't going to have a few hundred thousand dollars waiting for them when they got out.
This is clearly anecdotal, but a family member of mine - who was imprisoned for 4 years in work camps over a drug offense - was given $35 and a "good luck".
Edit: By the way, his career was ruined the moment he became accountable for one of the worst data breaches in history - this conviction isn't what ruined his career as a CIO.