[obstinate]

This is a stretch. The more likely explanation is that either he misspoke or has very strange priorities. Peter Thiel is someone who has done some pretty impressive stuff. But all his recent moves in politics have been pretty zany. After enough zany behaviors, it might be time to start wondering whether the impressive stuff was the fluke, or whether his skill in that pursuit doesn't translate to other domains.

[tominous]

You're right, it is a stretch. I think Thiel was saying something a bit less strong: that in the pursuit of a boring administration with no conflict-of-interest scandals, you can be too conservative. You risk having no-one who actually knows what they are doing.

By the way, if you think becoming a close advisor to a new president is unimpressive then I'd like to know what would impress you!