A slightly different angle, but there's a mod that makes getting a job harder/more interesting:
https://modthesims.info/d/629524/job-overhaul-interviews-and-more-updated-30-may-2021.html
Potentially get laid off:
https://modthesims.info/d/678786/layoff-mod.html
And a clubs mod that includes banking, so you each family member can have an account and you can start clubs with dues (maybe something like charging for music/sports lessons, sims having to pay to each week for exercise class, etc).
https://modthesims.info/d/677428/social-clubs-mod-banking-grow-memberships-push-activities-make-bank-accounts-and-more.html