Launching TSW2 then trying to play TSW still conflicts. DLC disappears aswell so I have to restart the Xbox so they appear again. Lead to believe this was fixed
I had this happen to me yesterday (everything was updated). All routes except GWE and NTP disappeared from the main menu in TSW2020. Xbox One X is showing most route/loco add-ons as uninstalled. I reinstall them and restart Xbox to play TSW2020. The problem then is opening TSW2 has these preserved add-ons disappear from there. I wonder if this glitch will happen when you install the games on Xbox Series X. Is it not possible for Dovetail and Microsoft to get this sorted? Relist one of the games under a new game maybe if that is even possible? But hopefully that wouldn't mess up the entitlements for preserved collection content.
On Xbox Series X issue still exists. Need to "switch" DLCs between TSW2020 (external drive) and TSW2 (internal drive).