CarrionCrow: You call it rambling, I call it a tutorial that looks pretty necessary given how frigging convoluted the whole setup is for someone just trying to find a good place to start watching. -laughs-
*g* The tl;dr version: Watch the seasons/series/serials in whatever order you want, but watch the episodes within each season/series/serial in order. (New!Who is probably preferable to start from the beginning at least of each different Doctor's run, but still not what I'd call necessary.)
I actually fell in to watching them in order by accident; I caught the BBC America repeats of the first few reboot seasons out of order and finally went looking for the old episodes. I watched the first serial, was about to watch whatever the next one was that I'd found, and then realized that the old!Who serials led into each other. They're minor lead-ins, in classic serial form - a minute or a few seconds at the end of the one, leading into the storyline of the next - so can be safely ignored, but I find it more fun to do it as originally intended. (Mind you, I did spend an entire year reading all of the
The Shadow and
Doc Savage stories from the 1930s-40s in order, so... yeah. I got used to the serial-lead-in-method, but my OCD tendencies tend to be a bit odd.)
It's worth noting that the Lost Episodes actually can be
listened to - for whatever reason, the audio of every single episode was preserved even when the episodes were accidentally wiped. All of them can be found online and downloaded as fan-made videos consisting of photo stills (a mix of publicity and behind-the-scenes - BBC used to document
everything in photos) set to the audio, so they're very watchable. Two is one of my favorite Doctors, and the one who had the most lost episodes - a majority of his work, I think - so those fan videos were almost indispensable for me.
Personally, I find that the convoluted-ness of it all is really what adds to its charm and its legend; it contradicts itself every now and then (the Earth has been created in how many different ways??), but with "time travel!" as the final answer, all you can do is shrug. And smile. And go watch another episode. :)