The stage 5 smoke test failure was a locked config section, but not one of the
two the installer unlocks. A diagnostic collected from the server returned:
HTTP 500.52 - URL Rewrite Module Error
Module RewriteModule, Handler httpplatformhandler
Error Code 0x80070021
Config Error: This configuration section cannot be used at this path.
Config File: \\?\C:\shopdb-flask\web.config
handlers and httpPlatform were both overrideMode Allow and locked false, so
the unlock had worked. The section at fault was a third one,
system.webServer/rewrite/allowedServerVariables, which ships
overrideModeDefault="Deny". web.config declared <allowedServerVariables>
locally for the X-Forwarded-For rule, and IIS rejects that declaration
outright, failing the entire configuration before httpPlatformHandler ran.
python was therefore never launched and C:\shopdb-flask\logs stayed empty,
which reads as a dead application or a permissions fault and is neither.
Unlocking the section would let every site on the machine declare arbitrary
server variables. The installer now adds the single variable to the
server-level allow list, checking first because a duplicate add is an error,
and web.config no longer declares it. The rewrite rule is unchanged.
Verified by applying the installer's own uncommenting to the template and
parsing the result: one rewrite element, no allowedServerVariables, the rule
still setting HTTP_X_FORWARDED_FOR from REMOTE_ADDR.
shopdb-diagnose.py checked only the two sections the installer unlocks, so it
could not have named this one; the IIS error page did. It now reports the
lock state of the rewrite sections as well.
The stage 5 smoke test failing tells us only that IIS did not return 200. The
cause is in one of four places, and finding out which has taken a round trip
per guess. This gathers all four in one pass and writes a single report.
It records what IIS actually answers on localhost, 127.0.0.1, ::1 and the
machine name, including the status code and the parsed text of the IIS error
page; the site, application, pool and module state from appcmd, plus the
override state of the two config sections httpPlatformHandler needs; the
contents of web.config and the resolved httpPlatform processPath; whether the
venv can import shopdb and call create_app; the application logs, separating a
missing log from an empty one; the ACLs the pool identity depends on; and
recent HttpPlatform, WAS and W3SVC event log entries.
Secrets never reach the report. Values are read from .env first, then scrubbed
from every section before the file is written, which covers command output and
tracebacks that might quote them. A password embedded in any connection URL is
also masked whether or not it came from .env.
Standard library only, so it runs on the bundled runtime or any system Python.
Verified end to end on a Windows VM: it correctly reported a 404 with the IIS
error code for an absent application, and that localhost resolves to ::1 first.