I like Samuel Hammond's analysis. His shorthand for Thiel's political philosophy is "corporate feudalism":
https://medium.com/@hamandcheese/why-peter-thiels-endorsemen...
https://medium.com/soapbox-dc/peter-thiels-plan-to-become-ce...
Strange to be investing this late in the race though.
He's participating the democratic process, would be interested to hear his rationale rather than a bunch of speculations about what he may or may not believe.