if just looking for the achievement itself,
The Sims 4 community has families you can download from the gallery that already have maxed out criminal career (
or just about to reach it), so that is the quickest option available
for those who are looking to do it more naturally, first you should decide if you are going the "boss" or "oracle" career branch!
for the "boss" branch:
- focus on increasing your mischief level by doing mischief-type social interactions with the long term goal to get this to level 10
- focus on increasing your handiness level by repairing and upgrading objects, as well as crafting sculptures or furniture at the woodworking table to get this to at least level 6
- optional: public enemy or chief of mischief pairs very well with this career branch
for the "oracle" branch:
- focus on increasing your mischief level by doing mischief-type social interactions with the long term goal to get this to level 10
- focus on increasing your programming level by practicing programming and later creating apps and mods to get this to at least level 8
- optional: the ideal mood for programming is focused (browse simpedia on a computer and/or hack mainframe)
- optional: genius is an excellent trait for this career as your sim will be more likely to get focused
- optional: public enemy or chief of mischief pairs very well with this career branch
more detailed information can be found at
https://www.carls-sims-4-guide.com/careers/criminal/