i use a mover's dolly.
there is lots of information about planting whiskey barrels on the internet. But, in short for potatoes, you need good drainage. And good dirt. Plant the potatoes in the bottom of the barrel and cover with a small amount of dirt. When they sprout, add more until you have trained the plants to the top of the barrel. They will cascade to a certain extent. eventually the potato tubers will fill the whole barrel. You can also do sweet potatoes this way -- very beautiful leaves. Also you can lighten the weight of the barrels considerably by using a good proportion of vermiculite added to the potting soil. Beauty that you can eat.
Our friend in Alaska used Ida reds. This year I am growing sprouted purple potatoes from the grocery store that I never got around to eating.