Hi Cade and welcome!

Reading your text I was thinking "OK, that is super simple" ...until you 
said

So is there a way to generate a set of pages or the content for the pages 
> and have them "loaded" into TiddlyWiki?
>

Oh. That is a different matter. Someone just very recently posted something 
about this (within the last month) but the crucial thing is if you want 
your content to be actively integrated in TW or not. Now you state you have 
not quite defined what you want so may I suggest that you just do it all in 
TiddlyWiki? You can very easily export tiddlers as e.g ready made html 
pages or as e.g json files. Or just leave it in the TW because it is a 
single file which you can manage as a unit. 

Would that work?

I suggest you play around a bit with TW to see how it works so you can 
express your needs more in "TW terms".

<:-)

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