None of this is hard to do. Tons of website have to update their software on a regular basis and make sure they fix anything that breaks. The thing is, we've waited for so long that everything we've added onto the forums will most likely break.
It will just probably take several days of multiple people's time to do smoothly. We could start out by having a clone hosted elsewhere and mess with that and see what exactly will break, then fix those issues, and once we have the coding to fix it, we do another clone, some beta testing, and finally save a backup, go into scheduled maintenance mode and get it done. For the next week or so there could be a warning on top of the website and a bug report page that'll make sure people take extra precautions, since it is indeed a trading website, and then once it's all clear we're done, or if we run into major issues we take another backup for proof purposes in case someone posted something that would get them banned, then revert back. Not a lot can go wrong if it's done properly.
Sythe as a community is way too paranoid. I don't see how disallowing title changes really helps in our situation, though. It's not like we're Reddit. In their case, someone changing the title after garnering thousands of people's "approval" can be dangerous. The worst thing someone can do on a Sythe title is something stupid and if we just have logs of title changes it'll be fine.