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There was 1 guy here running a smarty on his 2nd gen but havent seen him here in a while. if he's monitoring the forum he'll definately provide some feedback.
The Smarty VP44 is for 1998.5-2002 Cummins. I have one on my '00 which is stacked with my Edge Comp. As a stand alone programmer on the VP44 it is not that great but there are updates that will be avaliable soon.
The 3rd gen trucks, 03-07 have the Smarty Jr and the S-06 Smarty. Totallyt different tuners.