On the bad side:
The first 50 cars were pretty crappy. It's been said that it takes 300 cars for production lines to hit stride. The 1.0 Roadster did not even work and had to be rebuilt. (failed transmission attempt). I would not see any problems on that scale but there will be something.
I don't have a first 100 Sig Roadster so I can't expound further.
'Crappy' might be an overstatement. There were certainly a bunch of things that improved over time, but from what I know, there are plenty of initial production customers still enjoying their cars.
Also, they did know about the 1.0 issue before delivering cars, but decided to deliver a small number with the known problem with the plan already in place to retrofit as soon as the fix was ready.
That must have been a very tough call. Things were behind schedules and customers wanted to get cars ASAP, but delivering with a temporary drive-train had to be costly and risky. Sort of a 'pick your poison' scenario.
I know some people were annoyed how long it took to get the 1.5 drive-trains put in all the cars, but that is all ancient history now, right?
I imagine they had a flow of 1.5 drive-trains coming in and had to make a decision over and over: "is this one to 'fix' an old 1.0 car, or for a brand new car?" They had customers waiting for initial deliveries and older customers waiting for the upgrade at the same time.
I am sure they have learned a whole lot since then, and now are bigger, with much more production expertise. So, the experience of 'Roadster Rollout' may not be a fair comparison to what to expect for Model S.
But as a general point that any new model from any manufacturer can have "teething pains" is probably valid.