@MarkTimm, you should be able to create the tournament manually in WSTIMS and add skiers manually. In fact, if you are using the same computer that scored previous tournaments and haven't deleted the old scoring data, skiers that attended your previous tournaments will be contained in a local database on the computer. You'll be able to search to add those directly, though you will want to verify/update their age to get the correct division to select when registering them in your tournament.
I would bet SurePath will work. The one issue may be doing Official Assignments, including drivers. But, I think you can get around that by having the drivers input their name into the rover. The SurePath servers are supposed to be separate from USA Water Ski computers. @Jtim3032 should be able to answer this question.
Create a test tournament in WSTIMS manually, add some skiers, and try to score a round. You can probably test the SurePath, too, and verify it will connect. I created a test tournament this morning and had errors accessing the Official Work Assignments feature. That feature is how you add drivers to groups so their name appears in the dropdown when scoring. That is why the drivers would need to input their name on the rover. I could access the Official Work Record feature to record credits, though.