PaulDotCom mailing list archives

Re: SSL vs IPSec VPNs


From: Carlos Perez <carlos_perez () darkoperator com>
Date: Wed, 20 Oct 2010 08:14:38 -0400

by replay I meant about fragmented packets and lost of packet due to MTU sizes and having to be re-sent, I used the 
wrong terminology. 
On Oct 19, 2010, at 10:05 PM, Butturini, Russell wrote:

What kind of replay problems Carlos? Last time I checked ESP contained anti-replay controls that solved this issue.  
Are there new attacks? Would love to hear more.

One of the great things with IPSec in tunnel mode is that you can pre-classify the traffic with QoS markings before 
encryption, and then have these values copied to the post encapsulated header (great for softphones etc.).  There's 
not a lot of flexibility for this with SSL VPN, at least in the appliances I've seen on the market.  Our experience 
has been too that you need to scale up more to support SSL, IPSec clients tend to be less resource intensive, but a 
lot of that depends on the encryption algorithms in use.

We're sticking with IPSec for now.   It's tried and true and we have no reason to change.  

-----Original Message-----
From: pauldotcom-bounces () mail pauldotcom com [mailto:pauldotcom-bounces () mail pauldotcom com] On Behalf Of 
Carlos Perez
Sent: Tuesday, October 19, 2010 8:37 PM
To: PaulDotCom Security Weekly Mailing List
Cc: pauldotcom () pdc-mail pauldotcom com
Subject: Re: [Pauldotcom] SSL vs IPSec VPNs

SSL Strip does not work on a full SSL VPN, I have tried ;), I would say it depends on the traffic, amount of traffic 
and how time sensitive is that traffic. SSL over UDP gives the best performance but you have a big pain of certs and 
cert validation to minimize the attack surface, on the IPSEC depending on the implementation you can get the most 
compatibility for different client types but on high traffic with time sensitive traffic you will get fragmentation 
and possible replay problems. There are a lot more pros and cons but after 5 days of hospital I'm bone tired from 
sleeping on a chair, when I get coffee in me in the morning I will try to expand on the points.

Cheers,
Carlos

On Oct 19, 2010, at 9:41 AM, Michael Douglas wrote:

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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