Tried just again, and No matter the asset it refuses to download. And, yes as mentioned I'm pretty sure I'm missing content that should prob be part of the game. Reinstalling didn't help nor did rebuilding database.
Additionally the only way I can seemingly get files is through manual install.
Have you tried a clean database?
You can keep your existing install.
Close TRS19 if you have it open.
Make an empty folder.
Start TRS19
At the Launcher, click on Trainz settings
Click on the Install tab.
Copy the path located in the window.
Paste that information to a text file for later to be able to get to your installed content.
Click on the 3-dots.
Browse to the folder you created and select it.
You can skip the graphics setup since this doesn't matter.
TRS19 will want to restart. Do so.
My memory is a bit vague here... I can't remember if you need to put in your user info now or have to later. If not, follow along here.
You'll be prompted to configure the firewall again.
Click on Trainz Settings again.
Click on Internet tab
Put in your login information.
When all is setup, open Content Manager and try downloading. Pick something small to test.