Not necessarily in a "received 4 counts of xyz" situation, but maybe increasing punishment nonlinearly in situations like "received a 4th count of xyz in the past 10 years". Chronologically/temporally separate incident #4 should carry more weight than #1, since the offender probably should've learned their lesson after #2.
The very notion of a "career criminal" is driven by the lack of a social safety net and inability to secure a job on release. I can imagine if you're homeless and targeted by the police it would be very easy to rack up 50 arrests in a year.
If it was possible for everyone to make a living wage the vast majority of "career criminals" would choose a less dangerous way to make a living.
we all make mistakes and break laws (often unknowingly) all the time. (harsh) punishment escalates the resentment cycle, pushing it to fester and metastasize, and is counterproductive to stable and harmonious societies. as such, you'll never completely segregate away injustice-fueled resentment, so the better strategy is to dissipate it away using compassion and care. much less than 1% of humans (and probably less than 0.001%) are truly irredeemable, requiring segregation from the rest of us. most petty crimes are of immediate, and often temporary, circumstance.
the crimes that need harsher punishment are those committed from positions of power that affect many people (like environmental disasters and corruption). by harsher, i mean take away all the money and status garnered from the crime and provide full restitution to victims (not lawyers), not longer prison terms.
How do you see this working out for repeat offenders? Seattle today has a mini-version of this FWIW: We have offenders who have 44+ counts of 'minor' arrests and a felony conviction on the street [1] getting involved in public shootings.
Overall I like the part where folks who have paid their dues get their life back through a measured re-introduction back into regular society (from jail). Even over here, we will need oversight from professionals who have insight into both the worlds who can help with the transition. I don't think commuting sentences by 90% is the answer.
[1] https://komonews.com/news/local/who-are-the-alleged-downtown...