Possible random route missions?

Is it possible to create a mod where there are the same tasks, but each time the given car goes on a randomly different route, towards a different destination? I thought mainly of follow-up and car destroy tasks.

Yes, you can do this using the Custom Files hack and Lua Path Handlers. I'm at work so I'm not currently able to provide a detailed guide regarding this but you can check here for a general page about these.

You can also check here for a script that adds tons of helper functions that make it easy to build mission scripts dynamically with path handlers.

Thank you very much.