HELP! VPN connect annoyingly asks for password every time.

How did you set up VPN last time, and how did you do it this time?

VPN configuration can use certificates, shared secrets, or passwords, and some combination of all 3. Without knowing your setup and how you upgraded I can't say for sure. Maybe try re-installing whatever software set up your VPN?

Hmmm. Maybe your password isn't getting saved.

Did you apply the keychain and login update via software update? Also try running Keychain Access and doing a repair on your login keychain.

How long have you been using OS X? Any chance you originally started with 10.0 or 10.1? There's a case where you can have 2 keychains in that scenario, which can cause some issues it seems.

Hi,

I have exactly the same issue here. Before Leopard VPN worked as it should. Now I am asked for the VPN passoword everytime I want to start a VPN. I checked: the (correct) password is in the keychain. It seems that Leopard is set to ask for the password instead of accessing the keychain for it (or it has problems accessing it although I do not have a hint that this is the case).

I hope somebody finds a way ho to fix this - it is really annoying.

Thanks,
lc

Additional Info: I created a new VPN connection with the data of a "password-asking" one. Surprise: it does not ask for the password when connecting. So far I could not figure what the difference between those 2 is.

Same thing for me for both L2TP and PPTP VPN connections. I have tried deleting the VPN connection in the network system preference, deleting the old internet connect keychain entry and starting again from scratch but it still fails.

The odd thing is that the window that prompts for a Name and Password has an 'Internet Connect' application icon. There is no Internet Connect application that I can find in Leopard.

It seems that upgrading Tiger -> Leopard has left some remnants of Internet Connect behind that are blighting the new VPN configurations.

Looks like a bug to me.

I hope some of this helps, but I managed to make my annoyingly-inquisitive VPN connections work silently.

First, understand that I don't know for sure that this will work for you. Your mileage may vary.

Second, know that I don't know for sure which of these steps is responsible for the desired change.

(At this point, you're saying, "Enough already with the disclaimers! Get on with it!" OK, here it goes.)

What I did:

1 - I deleted ~/Library/com.apple.internetconnect.plist
2 - I deleted the keychain items labeled "PPP Password."
3 - I deleted the configurations in Network Preferences...
4 - I recreated the connections and entered the passwords in "Authentication Settings..." for each VPN connection.

And it worked.

Good luck!
Bill

open network preferences, click the vpn connection on the left, click authentication settings near the bottom on the left, click password and put in password, save.

I think the primary problem is that there is no option to "Save" here. It's "OK" and "Cancel" in the dialog that you mention, and despite repeated attempts at putting the password in and "OK"-ing it, and even watching the item being created in the Keychain, Internet Connect (or whatever it is now) still insists on asking for the password.

That is, until I followed the steps I outlined above. And then it worked properly, remembering the password and not requesting the password when the VPN is told to connect.

Boy, don't I wish the simple solution was always the right one!

Thanks, though,
Bill

Cosmik - For a VPN with a saved password in 10.4, that setting is still set in 10.5, however the system still prompts for a password.

Joshua, if you delete and recreate your VPN profile, it will make the password prompt go away. Note that if you're copying down your old settings first, the option for making all traffic go over the VPN may be incorrect - on a 10.4 VPN configuration it may show as checked even though it isn't active, so don't copy this setting blindly.

It does appear to be a bug in the upgrade from 10.4.10 to 10.5. I removed the old VPN connections from the network preference pane, removed all related entries from keychain, and then created new connections. It no longer prompts for passwords. Best, L

Bill

This issue has been bothering me since upgrading to Leopard and your fix has solved my problem.

Thank you very much for helping.
Nick Anderson

I was also having the same problem but yesterday when I moved the VPN connection to the top of the list n Network, it suddenly does not ask for the password anymore.