Is your bike stock? We need to know how your bike is set up. Have you touched the idle mixture adjustment screws on the carbs?
You shouldn't have to touch the throttle when starting. Started mine this morning - temp below freezing. Simply pulled choke and hit starter. Try turning up your idle adjustment knob on the left side.
Dying on the highway could simply be a pinched vent line to the tank. This line runs under the fuel tank to a tip over valve between the carbs, then to the left side of the rear of the engine. Next time it happens loosen the fuel cap to see if bike starts. This is the usual problem with stalling out at speed. (PS did the bike give any indication it was going to stall before it quit?)
Jack stands are personal preference. I have the simple lift which has two parallel rubber coated bars which catch the frame, straddling the oil filter. Available in many configs and models. Here's a like to the accessories section -
http://www.bonnevilleamerica.com/forums/...0&fpart=allI change my oil every spring and run it till I hit the max mileage allowed by Triumph or next Spring which ever comes first. Only use quality synthetic like Amsoil 20W-50 or Mobile VTwin 20W-50.