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pfSense. It is amazing and the book describes in depth most things you can do with it. I recommend you get the book if you go that route. It does have a few vpn limitations. If they bug you, you could always go the m0n0wall route.
pfSense is nice. I like it.
However, when I used it as my primary router here at home a few weeks ago, I quickly found that I couldn't connect to a PPTP VPN and I did NOT have the built-in PPTP VPN server enabled. It would never get past :"Verifying username and password." and I know they were right as they hadn't changed since I used a different router a few weeks prior. Plus I set the usernames/passwords on the remote VPN server. This was not acceptable as I HAD to connect to a VPN to support/test things for my clients.
This is my only issue with pfSense. I hope they fix it in the 2.0 final..
I don't know what was wrong with your setup....either a firewall rule, or a wonky MTU setting.
PFSense had a limitation where it would only allow 1x PPTP VPN connection to pass through it at a time. It's always worked great for me, even with prior versions..when I've done my outbound PPTP VPN connections to clients networks. This issue has been addressed in the upcoming..soon to be released (but the BETA has been out) version.
Yes I read about that issue.
I even tried the 2.0 beta and still ran into the issue I mentioned. I was connecting to a Mac Server hosting a PPTP VPN, but it previously worked using IPCop. Heck I even switched back to IPCop, attempted to connect to the PPTP VPN and it connected perfectly with no changes to the client or server.
What device was in front of the PFSense box (WAN side)
Did you fiddle with firewall rules? Try doing a default install?
I'm puzzled...I've run..oh..probably 8-9 different installs across various hardware at home for the past..quite a few years, never had an issue with outbound PPTP.