PaulDotCom mailing list archives

Re: SSL vs IPSec VPNs


From: Michael Douglas <mick () pauldotcom com>
Date: Thu, 21 Oct 2010 23:31:08 -0400

Mark, that's straight up evil... I love it.  Just let me know what
sorts of credit you want for that little trick.

It's every bit as good as me sending them status reports with a few
extra payloads attached.

Customer: this file's encrypted
Me: Of course, you don't want a mail admin to be able to see this kind
of sensitive data... here's how you open the file
Customer: Oh you need macros?  Why?
Me: Formatting.  And if you see any popups just click yes.


Sad thing is it *works*...


I *love* what I do for a living!  What a fun and amazing field.
- Mick

On Wed, Oct 20, 2010 at 9:58 AM, Baggett, Mark <mark.baggett () morris com> wrote:
This probably wont affect your purchasing decision, but I think it is
interesting that most network admins don't really think twice about
allowing their employees to use SSL VPN to connect to a third party
network.   They don't think about the fact that some other admin (the
one who owns the SSL VPN Concentrator) controls the split tunneling
policy on the clients and decides whether or not your internal
workstations can be used to pivot mercilessly through your environment.


Dear Pen test customer,
In order to provide you with instant, up to date access to the results
of our ongoing penetration we have established a project status portal.
Obviously this data is sensitive and most be protected.  Please use the
following username and password to login to our SSL VPN to access the
status page.

Moooohahhahaa



-----Original Message-----
From: pauldotcom-bounces () mail pauldotcom com
[mailto:pauldotcom-bounces () mail pauldotcom com] On Behalf Of Michael
Douglas
Sent: Tuesday, October 19, 2010 9:41 AM
To: pauldotcom () pdc-mail pauldotcom com
Subject: [Pauldotcom] SSL vs IPSec VPNs

Hey all,

I'm trying to determine what protocols should be permitted on a new VPN
concentrator.

I'd like to stick with IPSec, it's tried and true, and to quote Garth:
"We fear change".  However, it seems that all the vendors are going down
the SSL route.  Now I know SSL is 'safe', but it seems like it's more
open to attacks like SSLStrip (thanks again Moxie for making us aware of
the problems!)  I get that SSL is easier for administrators and end
users alike, but is that convenience at too high a cost?

So what are your thoughts?  Am I being too paranoid?  If there are
articles or places where I should RTFM, that's cool... I just need to
know what FM to read!!  Please send the links/info  ;-)


Thanks for your input, and have a nice day!
- Mick
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