People do it all the time, just with the help of a boat across this obstacle. Given the scale of the journey, its often not "footnoted" in many casual references. For scale, the Pan-American-Highway, which basically navigates from Alaska to Patagonia is about 48,000 kilometres (30,000 mi) in total length.
Yeah, my bucketlist is going to need to be modified slightly to account for this. I think it has always been: "Drive to Argentina from Los Angeles". I think it's ok to put the car on a boat for part of the trip. :)