If you know of any more clients like that, please feel free to send them my contact info.
I think it's true that people need to have a compelling reason to update their sites and a lot of people don't get it and they don't see the web as an essential part of their business.
I built a site for a non-profit and they had one set of prices in the store, one set in the newsletter and one set on the web. I asked if they wouldn't take some time and find some volunteers to do data updates on the site.
"Oh, it's okay. The newsletter prices are for members, the store prices are for people off the street and the web prices are for people from out of town."
Even though the website, utterly and completely broken because of the bad underlying data, would bring in over $10K in the Christmas season (not counting local people who found stuff on the site and came in in person) and even though they had free labor, they just couldn't see the point of putting any effort into it.
Meanwhile, the bookstore down the street realized they had to go Amazon one better if they were to survive. Order a book online and they would get it to you within town in 3 hours or less by bike messenger.
Guess which one is still around?