Upload Data (KML) - SSL/TLS error

If I browse my site over http, and upload a KML file, then during the "generate" request/step of the upload, i.e. on:

~/Geocortex/Essentials/REST/sites/{mysite}/generate

I get an error:

"error":{"code":500,

"message":"Exception has been thrown by the target of an invocation.\nThe request was aborted: Could not create SSL/TLS secure channel.",

"details":["Exception has been thrown by the target of an invocation.","The request was aborted: Could not create SSL/TLS secure channel."],

The same KML file I can upload to :

So I'm pretty sure I have an SSL/TLS issue, but are unsure where.

At the same time, if I browse my site over HTTPS (with valid cert) and upload a KML (or shp) file, I get an 404 error:

https://{my site]/Html5Viewer/null

Any advice, or pointers would be much appreciated.

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