Dave,
I am going to offer a bit of tangible advice openly. We discussed this site before and you seem not to like my suggestions or have missed the point so I will post it so others can comment.
1 - keep it simple. Get rid of half of the buttons, the entry page and have a focus on proper navigation (bottom and top) through the site. Colors matter, Red is a bad color and you need to understand about colors and form when it comes to the new and returning visitor who should get a pleasant visit. The same goes for Frames, it looked like you were using them, get rid of them.
1a - write for a general audience, not the professional and promote the site (already has had world wide attention thanks to Lockridge and Lawrence) and the profession by simplifying things. Many don't know what we do and others could care less, so maybe looking at rolling some general trucking history and shipping history into the site to give them a background. Doesn't have to be more than a page or two long.
2 - Jeff's page reads like an obit, it is rather depressing even to me (Mr. negitive). Add links to his articles, add more positive pictures of him and so on but don't drive his name into the ground like the site is a tribute to just Jeff. Give a positive spin on the page and every page. You can stick the History of Expediting in there too even if it is unfinished, like a serial to keep the visitors coming back. You don't need to promote events or anything just yet unless Lawrence is paying you, and then I wouldn't make full pages out of it.
3 - Cost? What cost? IF you have a site already with a good provider, then you should be able to have multiple URLs and complete sites on the same server with no additional cost. Some of my former clients still use GOdaddy and a few of them have multiple sites on a shared service which reduces their cost to $10 a month for high volume sites. I would refrain from advertising and go for sponsors instead and then keep their names on the page but not all the graphics to avoid grabbing the attention from the reader.
4 - management should only take you 30 minutes every other day or an hour or two a week at the most. Once you have a clear and easy site working, then plan on how the mechanism for who and what goes into the EHoF. Without the presences, it is rather meaningless to even discuss it.
4a - learn about Google Analytics and how to use it the right way. Don't just think hits equate to traffic, theres more to it than that.