NepTunes unable to Scrobble through a VPN

[Cearul]

NepTunes is unable to Scrobble due to my VPN and I am unable to rectify the issue.
I am currently using Tunnelblick 3.7.0 (build 4790) with IVPN OpenVPN configurations. Additionally, Little Snitch is running on my computer, but I have allowed any connection to and from NepTunes. The error notification I get from NepTunes says, "An SSL error has occured and a secure connection to the server cannot be made". I can verify that NepTunes works without issue when the VPN is disconnected. I really want to use this app but not at the sacrifice of VPN security.

Thanks in advance.

[Cearul]

Hi Adam,

I thought this exerpt from Console may help identify the issue.

default 11:11:13.362912 -0400 NepTunes TIC TCP Conn Start [92:0x6080001970e0]
default 11:11:13.521590 -0400 NepTunes TIC TCP Conn Event [92:0x6080001970e0]: 1 Err(0)
default 11:11:13.521618 -0400 NepTunes TIC TCP Conn Connected [92:0x6080001970e0]: Err(0)
default 11:11:13.521753 -0400 NepTunes TIC Enabling TLS [92:0x6080001970e0]
default 11:11:13.616633 -0400 NepTunes TIC TCP Conn Event [92:0x6080001970e0]: 2 Err(0)
error 11:11:13.616686 -0400 NepTunes TIC TCP Conn Missing Error [92:0x6080001970e0]: Generating 3:-9806
default 11:11:13.616738 -0400 NepTunes TIC TCP Conn Cancel [92:0x6080001970e0]
default 11:11:13.616780 -0400 NepTunes TIC TCP Conn Destroyed [92:0x6080001970e0]
default 11:11:13.617605 -0400 NepTunes TIC TCP Conn Start [93:0x618000196240]
default 11:11:13.721540 -0400 NepTunes TIC TCP Conn Event [93:0x618000196240]: 1 Err(0)
default 11:11:13.721558 -0400 NepTunes TIC TCP Conn Connected [93:0x618000196240]: Err(0)
default 11:11:13.721640 -0400 NepTunes TIC Enabling TLS [93:0x618000196240]
default 11:11:13.815928 -0400 NepTunes TIC TCP Conn Event [93:0x618000196240]: 2 Err(0)
error 11:11:13.815966 -0400 NepTunes TIC TCP Conn Missing Error [93:0x618000196240]: Generating 3:-9806
default 11:11:13.815980 -0400 NepTunes TIC TCP Conn Cancel [93:0x618000196240]
default 11:11:13.816005 -0400 NepTunes TIC TCP Conn Destroyed [93:0x618000196240]
default 11:11:13.816845 -0400 NepTunes TIC TCP Conn Start [94:0x618000196240]
default 11:11:13.921678 -0400 NepTunes TIC TCP Conn Event [94:0x618000196240]: 1 Err(0)
default 11:11:13.921708 -0400 NepTunes TIC TCP Conn Connected [94:0x618000196240]: Err(0)
default 11:11:13.921838 -0400 NepTunes TIC Enabling TLS [94:0x618000196240]
default 11:11:14.017419 -0400 NepTunes TIC TCP Conn Event [94:0x618000196240]: 3 Err(54)
default 11:11:14.017445 -0400 NepTunes TIC TCP Conn Cancel [94:0x618000196240]
default 11:11:14.017470 -0400 NepTunes TIC TCP Conn Destroyed [94:0x618000196240]
error 11:11:14.017587 -0400 NepTunes HTTP load failed (error code: -1005 [1:54])
error 11:11:14.017642 -0400 NepTunes NSURLConnection finished with error - code -1005
default 11:11:27.565658 -0400 NepTunes [0x7ff45694d200] Releasing session
default 11:11:27.565786 -0400 NepTunes [0x7ff456928600] Releasing session

[Cearul]

So I've found a workaround. I can have NepTunes scrobble whilst using a VPN by allowing NepTunes to handshake with Last.fm and then connecting my VPN. I'd still like to see if this could be resolved with future releases but thankfully I can continue to use your fantastic app!

[rurza]

You mean just log in without VPN?

[Cearul]

Basically, yes.

My computer is set up to launch NepTunes and my VPN as soon as it's turned on. What was happening was that my VPN was connecting before I would eventually put music on and begin scrobbling, so the initial connection would never establish. It would continually error. So I just decided to leave the VPN off for a while and scrobble. When I decided to connect again I noticed that NepTunes was continuing to scrobble despite being behind a VPN.

So I surmise that once initially connected NepTunes can continue to connect with the Last.fm API even after a VPN connection is established. But it definitely does not work if the VPN is connected first, then NepTunes.