Mismatched URL or port behind f5 Proxy Windows

Dashboard Diagnostics: Mismatched URL Scheme
Windows 2012r2 with stream rewrite from the proxy server.
External connection to app on 443,
rewritten to 8080 to communicate to jira server.
Proxy server handles SSL for app.

If I change the rewrite and app to communicate on 443 as well, I get the following errors:
It seems to have to do with the app being confused by SSL communications from proxy to outside
world and the app not being setup for SSL

Adding config updates found on the forums and online have not resolved the issue.
All issues I found to resolve this are for linux boxes with apache, not for windows.

Errors Part 1:

com.atlassian.gadgets.dashboard.internal.diagnostics.UrlSchemeMismatchException: Detected URL scheme, 'https', does not match expected scheme 'http'
at com.atlassian.gadgets.dashboard.internal.diagnostics.Diagnostics.checkExpectedScheme(Diagnostics.java:52)
at com.atlassian.gadgets.dashboard.internal.diagnostics.Diagnostics.check(Diagnostics.java:31)
at com.atlassian.gadgets.dashboard.internal.diagnostics.DiagnosticsServlet.executeDiagnostics(DiagnosticsServlet.java:82)
at com.atlassian.gadgets.dashboard.internal.diagnostics.DiagnosticsServlet.doPost(DiagnosticsServlet.java:58)

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