Looking at the SONICWALL SSL VPN 2000 appliance for a small organization.

SSL certificates can be expensive, but with a little shopping around it isn't too bad.  Some companies set up their own CA for internal use as well.  Most networking devices also include the capability for generating their own certificate, but keep in mind that for your users to trust it they would need to import that certificate into their trusted root certification authority store in order to avoid warning messages.  Not too difficult, especially with screenshots in a word doc or pdf, and can be done by most folks in under 5 minutes.

Verisign is the most compatible (i.e. have their root certificate pre-installed in the most products) across the board, however they are by far the most expensive.  Comodo is a good mid-level pricing with excellent support and a wide product range.  GoDaddy is pretty much the cheapest out there that I would trust and haven't heard too much for complaints.  The security is the same for each at the end of the day - a cert is a cert.

Certs are licensed - each vendor will have their own specific details.  Many of them support one license per box that the cert is installed on.  Most will exclude passive cluster nodes, offline disaster recovery systems, etc. but check with them to make sure.  The sales folks at most of these places are very friendly and informative and will help you figure out what you need, why you need it, and how to go about doing it.  In most cases you only install a cert on one box anyways so that doesn't matter then.

Any VPN device will have its own licensing.  You usually get license packs - quick search I am seeing 1,10, 50, 100 user packs.  This will determine how many concurrent connections the VPN device will allow through.  If your sales folks only connect briefly each day, you might be able to get away with less licenses to save cost, but you would be running the risk that someone needs to connect and can't get through - especially if the session timeout is very long some people may just leave it connected overnight at their hotel or something.  You can get these licenses from a number of websites: CDW, Amazon, etc.

A friend of mine that is a small business consultant uses SonicWall devices for a lot of customers for a number of years now and is very happy with them.

OK.  That is great information.  Do you NEED a certificate, or is it just an added security measure?

Also, one of the benefits I found for the SONICWALL  SSL VPN 2000 is there are no licensing fees.  Does that sound right?  My boss does not want to enter into a situation where there are on going licensing requirements.

I am the only IT person here and sometimes its nice to get an external perspective on things.  Thanks again.

The solution provided me with the information I need to make an informed decision.  

We ended up purchasing the SONICWALL SSL VPN 2000 and it works great.  Real easy to set up and administer.  Total cost was around $1250.  I would highly recommend it for a small enterprise looking to offer remote access to a small group of employees.