Hello, thank you for the feedback!
This is currently a limitation of this feature. It cannot “magically” determine when to break up your route, the only way it can split the route up is if you disconnect Simlink for 2 minutes.
We do want to improve this in the future. At the very least, we should be able to separate the route when you spawn on the other side of the world! Sorry for the inconvenience.
Kind Regards,
Malte