Does anyone else think the complexity of the markup is an explanation declining editorship?
Yes, any mature article will be absolutely littered with templates, infoboxes and tables and even more obscure stuff even I don't understand. It is too much to expect anyone new, with the exception of vandals, to have the confidence to edit something they cannot comprehend. I note the OP complains of the double and triple apostrophe markup. In fact this was introduced to make wiki-markup simpler than html. If it had just stopped there, or continued with the principle of only introducing markup for simplification we would not have a problem now. Spinningspark 10:24, 8 May 2011 (UTC)
Yeah, it's ironic that WP markup was originally intended to make HTML simpler. (But what possessed someone to use the *same* character for bold and italic is beyond me...)
One simple usability win, maybe, would be a simple option to hide all templates, citations, and infoboxes. Couldn't this be done without too much drastic software development? In Javascript, even?