I towed my SVT behind my Silverado (5.3L, Auto, 3.73 gears) from California City,Ca to Charleston, S.C. with no problems at all. The trip is around 2600 miles and it took approx 50 hours and yes, I drove straight through stopping for about6 hours to sleep. A Chevy can handle it.
I would suggest getting and Trans cooler on your truck if you can. I didn't have any problems but it's good insurance and good to use on anyday of the week.
The 5.8 will drink some major gas especially if any of the land is not flat. Also keep in mind that long, slow uphill slopes will wreak havoc on your gas mileage and your truck will be working very hard so go easy on it.
