Well, if the guy has a genuinely nice aeroplane for sale, and he doesn't get the price he's asking for it because business people look down on him, two parties lose out. One is the seller, but the other is the businesspeople who missed out on a bargain. You can sometimes pick up good adverts on Ebay by looking specifically for things that are misspelled. Just because it's owner can't spell 'computer moniter' correctly doesn't mean the one they're selling won't work.
Yep. In fact, I judge a company today by its website primarily. If that's shoddily done, outdated, with dead links, no Search function, no obvious place where I can download tech specs, drivers and such, they're not getting my business. Because it not only reflects on the product itself, but also on the quality of pre- and after-sales care.
I can see where you're coming from, particularly when a website is integral to a business (e.g. lets you order directly etc), but I also tend to get jumpy when I see websites or brochures that are too slick, particularly if it's for charities or smaller organisations. It's often a sign that people's priorities are in the wrong place.
I'm currently looking for flying schools, and there seems to be a roughly inverse correlation between the quality of the website and the school's reputation. Does a good flying instructor necessarily know how to write good HTML? Is a small local flying school with a simple web-page necessarily worse than a large one where the cost of the swish website is borne by a much larger organisation? Will a school with an automatic course price calculator be able to do me as good a deal as one that doesn't have to update their databases to offer me a discount? Personally, I've been calling people or Emailing them, and I judge the companies more on the quality of their responses than their websites.
On the same grounds, if you already know how to do an internet page and buy a domain name in a few hours work, then it sounds a good idea. If you have to learn everything from scratch or pay someone to do it, it sounds a thorough waste of time, unless perhaps you're selling something really expensive. Would it really be so much worse to put up a few photos on Flickr? I would actually be slightly reassured to buy from someone with a 3 year old flickr account and an obvious interest in hillwalking and collecting vintage guitars, over buying from an advert on a recently created website.