After digging (a lot) about in the simple URL’s, and doing certificate reapply’s, iisreset’s and a lot of other deadends i came to think of the IIS rewrite module installed during bootstrapper/ setup – so decided to give it a go – removed it from the add/remove, and the ran bootstrapper. And TADAA.. now everything was working like a charm again.
1. Go to add/ remove
2. Locate IIS rewrite 2.0 module – and select uninstall
3. Go to “SKYPE for Business server deployment wizard”
4. Run setup
No reboot neeeded (althoug removal of the module actually suggests it)