Did you ever figure out a solution to this problem? We've been having trouble getting IWA (DSSO) working correctly on anything, but IE and Firefox browsers. Recently, we started experiencing the exact same issue you mentioned in this question. Our IWA servers just started going offline as far as Okta's console is concerned. I can reinstall the DSSO module, so that the IIS site gets rebuilt, and it will come online for a couple minutes and then go offline again. Can you provide and help?