That output is useful. It proves Hermes is launching from the venv, not Python 3.13:
C:\Users\tky11\AppData\Local\hermes\hermes-agent\venv\Scripts\python.exe
and it proves the native jiter file exists:
jiter.cp311-win_amd64.pyd
So this is narrower now. A plain jiter.jiter import works, but the OpenAI SDK streaming path inside Hermes still fails.
Please run these next from PowerShell:
cd $env:LOCALAPPDATA\hermes\hermes-agent
.\venv\Scripts\python.exe -c "from jiter import from_json; import openai.lib.streaming.chat._completions as c; print('openai stream import ok')"
Then try launching Hermes with jiter preloaded in the same process:
.\venv\Scripts\python.exe -c "import jiter.jiter, runpy; runpy.run_module('hermes_cli.main', run_name='__main__')"
Send one test message in that Hermes session.
If the preloaded launch works, that points to an import-order/module-state issue in the Hermes/OpenAI SDK startup path.
If it still fails, paste the output from the openai stream import ok command and send a fresh hermes debug share.