I've got a '99 Silverado w/5.3L that's got over 75k miles. It's been through a fair amount of towing an approx 6,000lb car/trailer combo.
I want to get an enclosed trailer, which I know will be stressing the limits of the current powertrain, even if it were new.
Is it worth considering upgrading the TC/tranny, or should I save my money for a new(er) truck?
I'd really like a 6.0L Suburban/Yukon XL, but I don't know if I'd be doing myself any favors with that combo either.
And as bad as I want a diesel, I just don't race THAT MUCH these days, and the SEDIV is pretty flat.

Thanks,
Michael