dresden_phoenix,
I think I need to clarify, and since “A picture is worth a thousand words”… 
Here is a snapshot of one of my Sub-Sections on my Section landing page…
As mentioned in my OP, on the left hand side, is a “Featured Article” with Heading, Summary and Thumbnail, and on the right hand side are 4 “Featured Article Links”.
When I was talking about “randomization”, I was simply talking about rotating which Article appears as a “Featured Article” from the universe of the 5 Articles listed in said Sub-Section.
Because things aren’t done yet, you can’t yet see that in the lower right-hand corner will be a link that says “<< View all MARKET articles >>”
So, while the “Markets” sub-section may contain hundreds of Articles, the “Sub-Section box” on the “Section landing page” will only ever contain 5 Articles that I decide to be there. (Likely, just the “most recent” or possibly “most important/liked”) And I would not expect those to change more than once a week for now.
Why “randomize” the order?
Because while the same 5 Articles will always be there - for a given period of time - it is my thought that users are more likely to choose the Article with the Heading/Summary/Thumbnail (i.e. Featured Article) over just the boring “Article Hyperlinks”.
Also, all other things being equal, something as simple as placement can make a difference in what gets chosen.
Statistically speaking - in the thumbnail above - users would choose “Billionaire Paulson Loses More Than $300 Million as Gold Falls” (Top Link) and “Brazil Seeks Higher Power-Auction Rate to Spur Use of Coal” (Bottom Link) over ones in the middle of the pack.
So by rotating the order, I kind of prod people to check out all 5 Articles if they come back to the page another time.
To your points above, SURE, if you come back to the Section landing page in a month, you probably will NOT see any of the same Articles, but that would be true for any online newspaper or magazine, right?!
Hope that clarifies my thinking and intent? 
Sincerely,
Debbie
P.S. I am using “Pretty URLs”, and so regardless of whether I rotate Article order in my Sub-Sections, or whether an Article doen’t “make the cut”, and ends up on the Sub-Section landing page - which is another layer deep - all Articles would always retain the following format…
www.debbie.com/finance/markets/billionaire-paulson-loses-more-than-300-million-as-gold-falls
…so that should make everything on my website Bookmark-able and Stable, right??