Good day,
Here is a step-by-step procedure - you may already have completed some. This is the route I took when I created with PS such a very long time ago. Haven't looked at it for several years though!
1) Click the trs2006 icon to bring up the menus,
2) Select Manage Content
3) Select the Paintshed Template tab
4) Select the template you wish to use
5) Click the Edit menu and select New Paintshed Asset
6) make the paint, text and logo selections you want
7) Click on the Flag icon to save the new skin and enter the desired properties
8) press the Save button
Note: you should now be back in CMP and the asset is already for use as-is.
To upload to the DLS:
9) Switch to the Today tab
10) right click on the new asset
11) select "Save to CDP" (creates content distribution package in a folder of you choice)
12) right click on the asset again and select "Upload"
That's it in a nut shell - however (ain't there always), the asset as it has been created only has the default bogies which are none animated. Prior to using the asset i would change the bogies to something like a bettendorf or roller bearing which are animated. Some trial and error will be required to find a set of bogies which looks good and works correctly with the new asset.
Have fun
Brian