Listen to this guy Nathan, he knows what he's talking about.
I have a '95 auto with 3. 54's and pull a 33' travel trailer. I have been through Colorado twice with no problem and I don't have an exhaust brake. The main thing you need to do is make sure you have good trailer brakes and that your brake controller is adjusted properly. What I do when I hit a big downhill grade is the same thing the truckers do, namely start down the grade at say 35-40mph with the transmission shifted into second. Even with 108,000 miles my Cummins is still tight enough inside that it does a pretty decent job holding the load back. Let it coast and stay off the brakes. When my speed gets up to say 45-50, I brake it as though I were coming up on an intersection and was going to bring it to a complete stop. In otherwords, don't lolly gag on the brakes, get it slowed down to the speed you started off at and then get your foot back off of the brake pedal and start the whole thing again. This will allow your brakes to cool off between uses. I've never had a problem with brakes this way and my transmission fluid is never burnt when I change it. Sorry for the long post. Hope this helps.
Daniel
Edit: Nathan, Bill is having an informal transmission siminar in Dallas on the weekend of the 17th. Like I said, this guy knows his stuff and you could probably get your transmission questions answered there. You can find details in the "Local and Regional Events" page.
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95 2500 SLT Laramie 3. 54, automatic,Herculiner bed liner, JVC cd out of factory infinity system, southwest grill gaurd (a favorite amongst the deer population), K&N chunked, AFC adjusted, dual straight exhaust out of "gutless" cat, Geno's dual EGT/boost gauge, TST #6 plate slid all the way forward, AFC housing slid all the way forward, silencer ring removed
"Don't be scared V8's, it's only a 6 cylinder"
[This message has been edited by danandme (edited 02-05-2001). ]