Ideas
I hope the fix launching on Nov. 4 for this aspiration works. It seems to be affecting on wider scale than what the devs found to be the cause just from what I read here and doing some testing on my own. Tried out a different household in my legacy save that doesn't own any businesses. That Sim had a Mischief level of 4, no "Attempt to Swipe" on any small objects. I also made a new save and cheated to max out the Mischief skill. Still no option.
I can attest to joytapper's findings. The option did appear when I assigned the aspiration to a couple of Sims in CAS. I did test to see if this workaround solution would work with existing Sims in my legacy/current saves. Turning on cheats to modify in CAS or from Manage Worlds doesn't seem to do it. Only through new households via CAS.
I will be doing some more testing after the update pushes on Nov. 4. Hopefully, their fix will bring back the option for everybody. I would love to be able make more progress on this aspiration once more.