Trouble with Permalinks: Category Post

edited February 2017 in Blog
Okay. First I had trouble with the sidebar and widgets and I'm still not sure why widgets are added when a category is added, but then don't work or available from the sidebar selection inside each post created.  But I digress. 

My current problem involves using permalinks so my clients don't get lost in the blog or website.

I added the appropriate page for all blog postings.  I have categories that have posts in them and show up in the blog page.

When i click on the post it brings me to the appropriate page(post), but it takes me away from the page that I labeled the blog Name.

For example my blog page is labelled "Additional Help" .. When you click on the post on Additional Help page it takes me to 
WEBSITE.com/category/post instead of WEBSITE.com/Additonal-Help/category/post

I tried to fix this by adding a category name "Additional Help" and then child categories under that.  My first category post I clicked on worked perfectly and second  second category post i tried linked good too, but when I only clicked the 2nd category on the sidebar it linked to WEBSITE.com/Additonal-Help/category/ and gave me a 404 error.  The first category from the sidebar didn't give me any error.

Now i'm really confused why one category works, but no additional categories work. I tried changing the name of the second category or 3rd and creating a new 2nd category from the beginning, but still get 404 error when you click on the category name other than 1st category.

Please help
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