Warning 1 Retrying the sync because a socket error (10054) occurred.
Retrying operation ‘Serialization’ on object sitemanifest (sourcePath). Attempt 1 of 10. 0 0 TestWebDeploy
This was the first time I have set this up on a remote machine so thought it must be some kind of firewall interference as it all seemed to work locally. Web Deploy requires port 8172 open by default but I could Telnet to this without issue so the problem was something else.
Take a look at the following screen for configuring web deploy – one of the items you have to specify is the service url of the web deploy end point:
Microsoft even give you some examples of service end point such as: https://RemoteServer:8172/MsDeploy.axd so that’s the format I used.
Well turns out you dont want that http or https prefix and if you add it you will get the error above.
The correct format is actually: 0.0.0.0:8172/MsDeploy.axd (obviously replace 0.0.0.0 with your actual IP address)
You might now need to check the allow untrusted certificate option as well.
Thank you Microsoft for wasting 2 hrs of my time on this.
If this doesnt fix your issue then maybe you have a certificate binding problem check out this stack overflow post.