Here's the deal... better do it once and not wait for the other gasket to fail. That's tank off, head steady off, carb/body assembly off and you just did the one gasket? Then it's all over again with that lit fuse on the cylinder you didn't change [the gaskets] out, and down the road that one lets loose.
Better off doing both. And that's base gasket on up. Break the seal at the head, the barrel unloads and that is more or less a broken seal.
Better know the head torque specs and if they are ala Harley with the pre-torque, then add 90° using that special tool to see the degrees, better tool up for that.
Better off running the ring gaps all lined up on the skirt side you can see, then walk them in with a cocked piston as the guide, and your fingernails pushing in the ring if needed.
Better you keep all the gaskets dry on assembly. Finger smear the base gasket return hole only, with an oil type sealer like Mr. Goodwrench intake manifold sealer. It both keeps the gasket from walking, and the sealer holds the oil back so it does not seep at that return hole area.
Better look at the spark plug grooves and if they are oiled, then change the rings. Dry threads, do not bottle brush the cylinders or sand them up, just use the same old rings.
Better take a compression test on the good cylinder and see where compression is before the teardown.