I'm sorry to hear about the problems you're experiencing trying to setup SSL with Sitefinity. Can you please try an alternative approach by enabling it with IIS and from Sitefinity page's title and properties Require SSL checkbox. A detailed explanation on how to setup this can be found on this forum thread
, please check it out and let me know if the described functionality will suit your needs.
I hope you find this information useful, if you have any additional questions, or need some more information, please let us know.
the Telerik team
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