Yes, it is possible for one person to vote multiple times in the same election on an electronic voting machine as all such machines can malfunction and have bugs that allow multiple votes. In fact, in several elections around the United States, that very thing has occurred, proving that such is possible.
Moving voting to a digital platform has made more secure the voting process. outside of simple fraud or machinery being manipulated by an outside force there is no way that a vote can be counted multiple times by a electronic voting machine. Otherwise the system would be broken and not usable.