Ben, Tongue weight is going to be the most
important consideration you will have. I take it for granted that you have a add-on heave duty trailer hitch and not a bumper type. Also enough of a cooling package to eliminate over heating.I have my H26 and factory trailer balanced out to give approx. 320 to 350 lbs. of tongue weight. This can be done by moving the OB to the truck, fuel tank also, etc. Done properly you will avoid having the trailer whip the truck around which most often leads to a roll-over or jack knife. This will also steady the trailer under braking as the boat and trailer probably out weigh the truck. Your tongue weight is something any good trailer shop can advise you on for your rig. Have boat/trailer weight numbers and truck weight also. Any farm store with grain elevators can weigh your total package. Also most fuel stores. Then measure your tongue weight at the trailer shop. They'll have a trailer ball scale. If the trailer does not have a good braking system, then, just for the safety sake of other motorists you should use a larger truck. I have pulled my 26 with a 1/2 ton Ford 4x4 with the 300 six and manual gearbox with great results. The first trip was 1100 miles. My trailer and boat weighed 4360# if my memory is correct.Good luck, and I know you will take your time. With a S-10 you will have plenty.Get an audio casette book about any good sailing story to help assume the proper mental outlook.RayS/V Speedy