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According to the code, the /.well-known/acme-challenge/ path shouldn't trigger a redirect, but it does:
C:> $resp = iwr http://[testoctopus]/.well-known/acme-challenge/HiwUTK_5JF6QoMKP9veuwawTKJveHBNZpWtEeLSTnjQ -MaximumRedirection 0
C:> $resp.headers
Key Value
Transfer-Encoding chunked
X-UA-Compatible IE=edge
X-XSS-Protection 1; mode=block
X-Frame-Options DENY
X-Content-Type-Options nosniff
Referrer-Policy no-referrer
Content-Security-Policy default-src 'none'; connect-src 'self'; font-src 'self'; img-src data: https://www.gravatar....
Cache-Control private no-cache, no-store
Content-Type text/html
Date Mon, 10 Jul 2017 02:21:43 GMT
Expires Sun, 09 Jul 2017 02:21:43 GMT
Location https://[testoctopus]/.well-known/acme-challenge/HiwUTK_5JF6QoMKP9veuwawTKJveHBNZpWtEeLS...
Server Octopus Deploy/ Microsoft-HTTPAPI/2.0
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