The Case of the Cop Gone Rogue:
I don't even get to the part where I must wait for someone. It is the stakeout after the initial interview with the client that doesn't complete. I have to continue doing the stakeout, because my Sim "doesn't see anything". This is okay - I have to during other cases as well, and they complete after some attempts. The implicated Sims change, yet, it works out. But this specific case simply poofs at this stage.
(I just completed the insanely lengthy art heist with no problems whatsoever. Also, Anna is a level 10 Investigator now.)
Update
Using DebugEnabler, I'm able to try and force a case on Anna like with other opportunities. Strangely, when I select The Case of a Cop Gone Rogue, it says 'unable to fulfill requirement'. Does it require level 10 Logic? Because she doesn't have that.