Absolutely DMs have limits — I’m a DM and I am acutely aware of my limits. If you can’t make filing the paperwork exciting, maybe the party gets jumped on the way to filing, or the law clerk you have to file with is a vampire, or the inspectors keep getting vampire-ified and the party has to go investigate. But you can be guaranteed that any time you make a plan contingent on the party doing what they’re supposed to, they won’t actually do that thing.