Hi @jimbobmcgee , The "Bad handshake" error is occurring (as you probably guessed) while trying to establish SSL tunnel. This basically occurs at the operating system level, and is usually a total mystery. The underlying error seems to be coming from SSPIWrapper.AcquireCredentialsHandle, and is just this: (0x8009030D): The credentials supplied to the package were not recognized I have absolutely no idea what that means, but... there's a ton of things I found via searching. A few articles are suggesting that it means lack of access to read the private key Maybe it's in the wrong folder (on the Otter server)? I think it needs to be in "Personal" folder of "Machine" certificates, but it sounds like it's definitely something wrong with Otter reading the certificate.... Let us now if you find out more! Hope that helps, Alana