OSX Server VPN L2TP secure?

i am using osx server v2.21  (169) and using the L2TP with shared key VPN  to connect my iphone to my home server, and browse through my home internet connection...
i have read numerous articles on the internet, and some here on the apple support communities that say L2TP VPN on OSX Server is not secure....
is that really the case?
thanks

There is no perfect security.  Ever.   A sufficiently determined attacker can and will succeed against anything you can do, given that sooner or later somebody involved will make an opsec mistake somewhere.  Or the existing attacks against MD5, RC4 and SSL/TLS security — attacks including BEAST, CRIME Lucky 13, etc — will continue to be "weaponized".
Firewalls and VPNs only get you so far, and it's common for attackers to use a variety of attacks to try to breach those; to bypass the network security.  So-called "spearphishing" tries to get somebody on the network to breach security for the attacker.  The best VPN and the best firewall are worth nothing if you have Java lit in your web browser and the Java JVM sandbox gets breached (again), or if you receive and open a document that contains malware, for instance. 
Facebook and other entities were recently breached using what was known as a watering hole attack, and that was only spotted based on detecting "odd" out-bound network traffic.  The attack got around the firewalls and the VPNs and the rest of the security, and was active on the organizations' internal networks.
If you're securing nuclear secrets or large sums of money or exceedingly embarassing or sensitive data, then you definitely and certainly do need to focus on this stuff, and you're going to be spending time and effort and money on making your organization harder (emphasis on harder) to attack.  But attacks will continue.
If you're dealing with a home network or a typical a small business network, then you just don't want to be the lowest of the low-hanging fruit around, and you want to avoid opsec mistakes such as open ports or weak passwords, and you don't want to give the good folks of the Internet reasons to attack you.   You want to be not worth attacking, or not as "fun" and not as valuable to attack. 
Even if your security is not attacked, a DDoS can still ruin your day.
As I've mentioned elsewhere, I much prefer using a VPN server in a gateway-firewall-router device — as VPNs and NAT don't mix very well — and I do use private certificate authority chains.    But in terms of attacks?  Keep your software and your security current, review your logs and your rules, DMZ any services you provide to "outside", maintain and verify backups — those backups can be your recovery path from a breach — and start looking at "odd" or "unexpected" outbound traffic, too.  VPNs are just part of avoiding the mess of a cleanup.

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    DHCP, DNS, firewall (allowing all incoming traffic for each groups for test purposes), NAT, VPN, OpenDirectory, web, software update, AFP, NFS and Xgrid controller.
    en0: fixed public IP address -> controller.example.com
    en1: 192.168.1.254 -> controller.cluster
    -> 18 agents with AFP and Xgrid agent activated:
    en1: 192.168.1.x -> nodex.cluster with x between 1 and 18
    VPN (L2TP) server distributes IP addresses between 192.168.1.201 and 192.168.1.210 (-> vpn1.cluster to vpn10.cluster). Client informations contain the private network DNS server informations (192.168.1.254, search domain: cluster).
    _*Detailed problem description:*_
    After rebooting the Xserve, my VPN server works fine except for the DNS. My client receives the correct informations:
    Configure IPv4: Using PPP
    IPv4 address: 192.168.1.201
    Subnet Mask:
    Router: 192.168.1.254
    DNS: 192.168.1.254
    Search domain: cluster
    From my VPN client, i can ping all the Xserve of my cluster (192.168.1.1 to 18 and 192.168.1.254). If i have a look in Server Admin > Settings > Network, i have three interfaces listed: en0, en1 and ppp0 of family IPv4 with address 192.168.1.254 and DNS name controller.cluster.
    The DNS server returns me timeouts when i try to do a dig from my VPN client even if i am able to access it directly from a computer inside or outside my private network.
    After i disconnect, i can see in Server Admin that the IP address of my ppp0 interface has switch to my public IP address.
    Then i can always establish a VPN (L2TP) connection, but the client receives the following informations:
    Configure IPv4: Using PPP
    IPv4 address: 192.168.1.202
    Subnet Mask:
    Router: (Public IP address of my VPN server)
    DNS: 192.168.1.254
    Search domain: cluster
    From my VPN client, i can access all the other computers of my network (192.168.1.1 to 192.168.1.18) but when i ping my gateway (192.168.1.254), it returns me timeouts.
    I have two "lazy" solutions to this problem: 1) Configure VPN and DNS servers on two differents Xserve, 2) Put the public IP address of my gateway as DNS server address, but none of these solutions are acceptable for me…
    Any help is welcome!!!

    I would suggest taking a look at:
    server admin:vpn:settings:client information:network route definitions.
    as I understand your setup it should be something like
    192.168.1.0 255.255.255.0 private.
    at least as a start. I just got done troubleshooting a similar issue but via two subnets:
    http://discussions.apple.com/thread.jspa?threadID=2292827&tstart=0

  • How can I configure Lion server to accept inbound VPN (L2TP) connections while connected as client to another vpn service?

    I have what I believe to be a unique need;
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    This is a standard facet of most VPNs - the problem lies in your NAT router since both clients appear to come from the same IP address as far as the VPN server is concerned, and the router can't separate out the traffic.
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    Second, you can replace your NAT router with one that supports multiple VPN clients (often termed 'VPN passthrough').
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