You can make a difference in the Apple Support Community!

When you sign up with your Apple Account, you can provide valuable feedback to other community members by upvoting helpful replies and User Tips.

Looks like no one’s replied in a while. To start the conversation again, simply ask a new question.

VPN not working after upgrading to Mavericks

Anyone else having issues? It worked fine with Mountain Lion on my iMac but, after updating to Mavericks today, it won't connect. It says to verify the server's IP number but it's correct.


Thanks,

- s

iMac, OS X Mavericks (10.9)

Posted on Oct 22, 2013 4:28 PM

Reply
170 replies

Oct 24, 2013 9:38 AM in response to mnsaint

10/24/13 11:36:13.837 AM /System/Library/CoreServices/NetAuthAgent.app/Contents/MacOS/NetAuthSysAgent[25 926]: CLIENT SecIdentityCreateWithCertificate(), cert=CERT:"com.apple.idms.appleid.prd.345152624a5841675868663262452f69317964373 8513d3d" #4680787284317151157 returned error #-25300 (__AppleIDCopySecIdentityForAppleIDAccount()/AppleIDAuthenticationClient.cpp #1180) com.apple.root.default-overcommit-priority

10/24/13 11:36:13.901 AM NetAuthSysAgent[25926]: NAHSelectionAcquireCredential The operation couldn’t be completed. (com.apple.NetworkAuthenticationHelper error -1765328228 - acquire_kerberos failed NETWORK/dbonofiglio@168.1.5: -1765328228 - unable to reach any KDC in realm 168.1.5, tried 0 KDCs)

10/24/13 11:36:13.902 AM NetAuthSysAgent[25926]: NAHSelectionAcquireCredential The operation couldn’t be completed. (com.apple.NetworkAuthenticationHelper error -1765328228 - acquire_kerberos failed NETWORK/dbonofiglio@LOCAL: -1765328228 - unable to reach any KDC in realm LOCAL, tried 0 KDCs)

10/24/13 11:36:14.369 AM com.apple.kextd[12]: kext com.rogueamoeba.InstantOn 600029000 is in exception list, allowing to load

10/24/13 11:36:22.634 AM com.apple.launchd[1]: (com.oracle.java.Helper-Tool) Throttling respawn: Will start in 10 seconds

10/24/13 11:36:26.055 AM NetAuthSysAgent[25926]: NAHSelectionAcquireCredential The operation couldn’t be completed. (com.apple.NetworkAuthenticationHelper error -1765328228 - acquire_kerberos failed dbonofiglio@168.1.5: -1765328228 - unable to reach any KDC in realm 168.1.5, tried 0 KDCs)

10/24/13 11:36:26.056 AM NetAuthSysAgent[25926]: NAHSelectionAcquireCredential The operation couldn’t be completed. (com.apple.NetworkAuthenticationHelper error -1765328228 - acquire_kerberos failed dbonofiglio@LOCAL: -1765328228 - unable to reach any KDC in realm LOCAL, tried 0 KDCs)

10/24/13 11:36:28.938 AM NetAuthSysAgent[25926]: smb_mount: mount failed to 192.168.1.5/users, syserr = Permission denied

Oct 24, 2013 9:47 AM in response to mnsaint

Here's my latest:


1. I wiped out my HD and reinstalled Mavericks (using Recovery mode - Command-R).

2. Instead of immediately restoring my stuff from Time Machine, I went through the Setup Assistant like a brand new user.

3. Once in, I set up my work VPN and it worked just fine. For me, that proves it's something that's coming over from my Time Machine backups which I suspected.

4. I'm now migrating everything back in except my Network Settings.

5. It's going to take about 3 hours for the migration to complete.

6. After that, I'll see what happens. I'm guessing since I chose not to bring in my Network settings, my VPN will still be configured from step #3 above.

7. I wonder if it'll still work...


The suspense is killing me already. 😢

Oct 24, 2013 10:31 AM in response to mnsaint

Not Mavericks Server but Mavericks on my Mac Laptop. After install I could get a VPN connection but would not pass any traffic to the network. I installed Java 7 update 45 and now I can connect via VPN and route traffic to the appropriate networks. It works with the Watchguard VPN client and manual VPN methed.

Oct 24, 2013 1:11 PM in response to kellentat

I'm have the same issues but I was able to get PPTP to work and this does appear to be a NAT issue. However, the NAT issue is sort of on the clients end and not the servers side. At work I'm on a 10.0.10.x network and I'm not able to connect from multiple systems. When I disconnect my iPad from the WiFi and go over the cell network with a routable address I can connect. I can also connect from my laptop when I have personal hotspot enabled on my iPad.


In both instances my IP address is 76.x.x.x but If I use a MiFi where my IP address is 192.x.x.x I'm not able to connect. I'm guessing that the server is seeing the internal IP address (10.0.10.x or 192.x.x.x) and is trying to route the return replies to that address instead of the NAT IP of the client (76.x.x.x when using my iPad's cell connection).


I'm going to call Apple and give them the information I have found to hopefully speed up the fix.

Oct 24, 2013 2:55 PM in response to mnsaint

Update:


Well, after migrating all of my Time Machine accounts and files back over, VPN is broken again. Obviously, there's something that I've got in my account (and/or previous files) that breaks it. Just to recap, it worked after the clean install and setting up a brand new user. Once I ran Migration Assistant and brought over my account, it's now stopped working.


I tried changing the setting in Safari as mentioned above but no luck.


I'm not sure what to try next. 😟

Oct 24, 2013 4:05 PM in response to mnsaint

@mnsaint


Was eagerly awaiting your reply regarding your attempts at migration minus the network settings.


Its got to be bringing something over from the old Server App.


Looks like the only way around is a manual migration aka PITA!


Having tried all minus your attempt above, I'm holding off for an update. Our private VPN is more important than 10.9 for the moment.


It is encouraging that a fresh install at least has a chance of working.

Oct 24, 2013 4:12 PM in response to mnsaint

Just to make things clear - I'm not working on a server. All of my problems are on the client side of things. Just a simple iMac running Mavericks with no Server software involved.


Unfortunately, it's my home computer that I use on a daily basis to access my work Intranet.


You're still right, though. There's something that's coming back over that's hosing it. I guess I never mentioned this (and maybe it was pretty evident) but this is with the native VPN in Mavericks. I'm not using any third-party software.


It's the same computer (and the same VPN settings) I've used since Lion. It worked fine when I upgraded to Mt. Lion but Mavericks has been a different story!

Oct 25, 2013 6:34 AM in response to mnsaint

PPTP based VPN broke for me on 10.9.


Other systems at my home work fine on 10.8, but even after voodoo, my 10.9 MacBook Air 11" doesn't hold a connection. I even tried removing /Library/SystemConfigurations/ and re-entering the details, to no avail.


Stranger still, the VPN connection gets established, authenticated and runs for 14 seconds, then gets terminated, after which my D-Link base station drops offline, taking all clients with it. Attempting a VPN connection from other locations doesn't work either.


Logs indicate:


pppd[4432]: PPTP received unexpected message type = 6699

pppd[4432]: PPTP error when reading socket : EOF

pppd[4432]: PPTP error when reading header : read -1, expected 12 bytes

pppd[4432]: PPTP hangup


Again, 10.8 and iOS devices have no problem.


Please file a bug report at https://bugreport.apple.com/ to make sure this bug gets noticed.

VPN not working after upgrading to Mavericks

Welcome to Apple Support Community
A forum where Apple customers help each other with their products. Get started with your Apple Account.