H2_SUT_SC, I have the Whipple. Mine was one of the first of the Whipple installs and had to opt for the custom tuning. I have had the supercharger for over a year and a half with only one problem (had to replace the piggy back computer  ) and it runs extremely strong. I don't have any dyno figures because no one around here has a 4wd dyno. Shawn at LAPD now has one but he is quite a distance for me to go. As far as the tranny goes, I, too, am driving it until it blows then I will go to the HD. If you go to a high stall torque converter you will definitely increase the stress on the drivetrain. I didn't do this for racing but for increased performance on what I feel is an underpowered vehicle. 
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2003 H2 Hummer, Yellow,Polished Whipple Supercharged, Dynatech long tube headers, catback,18\" Ambush w/Toyo MT\'s,lots of goodies!
Y2K Corvette Millennium Yellow Convert/Blk/Blk, B&B headers, B&B Tri-Flo\'s, H-Tech MAG,GMS MAF, RM Racing TwinFlow.
1994 Chev Suburban Blown
1970 Trans Am balanced, blueprinted, ceramic headers, etc.
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