Hi,
Michael Y:On my Default Website, I double-click HTTP Redirect and choose to redirect to https://remote.company.com/ts
If you set the HTTP Redirect on the site level, the sub folder will inherits this setting. It will caused http://remote.company.com redirect to https://remote.company.com/ts, https://remote.company.com/ts also redirect to https://remote.company.com/ts. Finally, you can't get a response from IIS.
To fix this issue, you can set HTTP Redirect only for the default page of your site(Navigate to Content View in IIS Manager->highlight the default page->Click Switch to Features View on the Actions panel->Click the HTTP Redirect icon).
For more information about HTTP Redirection, you can refer to:
HTTP Redirects <httpRedirect>
http://www.iis.net/ConfigReference/system.webServer/httpRedirect