https redirecting to http

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We're using Microsoft ARR with offloading for managing our new web farm. The site is split into 2 applications. 1 holds the content management system and the other holds the purchasing system. These need to be separated for functionality purposes. The link connecting the 2 has https in the url but when the page loads it's on http. If you manually change the url in the address bar to https then it works so why would it be loading the link as http in the first place?

Hopefully this isn't too vague. I am but a humble programmer and server configuration isn't my area of expertise.

Any thoughts?

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HuwD On BEST ANSWER