About Me

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TsooRad is a blog for John Weber. John was a Skype for Business MVP (2015-2018) - before that, a Lync Server MVP (2010-2014). My day job is titled "Technical Lead, MS UC" - I work with an awesome group of people at CDW, LLC. I focus on collaboration and infrastructure. This means Exchange of all flavors, Skype, LCS/OCS/Lync, Windows, business process, and learning new stuff. I have a variety of interests - some of which may rear their ugly head in this forum. I have a variety of certifications dating back to Novell CNE and working up through the Microsoft MCP stack to MCITP multiple times. FWIW, I am on my third career - ex-USMC, retired US Army. I have a fancy MBA. One of these days, I intend to start teaching. The opinions expressed on this blog are mine and mine alone.


2008r2 and TMG and VPN = NO!

The Issue

Having just ran around the world on this, it would appear that even with TMG SP1, Server 2008R2 does not allow TMG to do simple PPTP VPN. I foolishly thought I would insert the VPN service into my lab as a quick test.  All my web publishing rules continued to work flawlessly; Lync Web Components; NAT for my Lync, Exchange 2010 publishing – everything worked except VPN.

If you are intensely interested, the VPN connection would be made, but no traffic was allowed to flow.  Don’t know why, and at this point I don’t much care. 

The Fix

I fixed it by building a new server on 2008 SP2.   If you are doing a project that includes TMG and want to have the same TMG provide VPN, you should most likely think about it and lab it before you continue.

Hopefully, someone can point out the errors of my ways and show me what I did wrong.  YMMV.

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