"SSL Handshake Failed" for Windows Desktop Client ONLY

You have a non-functioning IPv6 address from an private address space in yor DNS.

$ dig +short cloud.aiskon.net aaaa 
fe80::7229:c312:f1c4:dc6a

$ curl -6 https://cloud.aiskon.net             
curl: (7) Failed to connect to cloud.aiskon.net port 443 after 2 ms: Couldn't connect to server