I'm a little unclear on what you're trying to do, because 'session' and 
'requests' are used do describe actions , objects and libraries.

I'm reading this as possibly being
   pyramid interacts with a 3rd party API using the `requests` library?
   you want to run `requests` on some machine to interact with a 3rd party 
API and PyramidAPI
   you're talking about pyramid's request and request.session
   a few other things

What I can share is this:

If you're trying to use the `requests` library within `Pyramid` to use the 
JWT token, you will need to create/manage a new session object for the 
`requests` library on each `pyramid.request` (ie, "view").  Pyramid's 
`request.session` will persist across "requests" for a unique user, but 
`requests`' `Session` is usually used in a local scope.  I'm not sure if it 
is safe or not to serialize and store in a pyramid session, so you might 
have to extract cookies and rebuild from scratch.

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