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• Deploying Flask on IIS when Linux is not an option

  Sep 15, 2026·10 min read

  How I run production Flask apps on Windows Server with IIS and wfastcgi: the web.config, the two 500 errors that cost me a day, and the deploy script that recycles the pool.

  • flask
  • python
  • iis
  • windows-server
  • deployment