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SucceedSocially,
I like your original idea of presenting all the articles on the same page. I would recommend to show one article per category on the homepage, about 1 to 2 paragraphs of each, with a link to read more. But not more than ~10 articles at a time. Once a visitor clicked that link and got onto the internal page showing the entire article, present more "related/recommended" articles at the side navigation bar. I suggest having less categories by grouping more articles into same category.
I would not recommend having categories as a menu navigation bar.
A tag cloud is always a nice way to show your visitors popular articles.
Still, you better keep the list of all articles under the name "index" or "archives" (but not as a home page!), so your visitors could see them all at a glance if they wish.
And, of course, the search option is more than welcome with such quantity of quality content.
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