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Hi,
Can we change the search so it pulls more than 100 posts?
Under the General Options -> Limits panel, you can change the number of posts returned per search: https://i.imgur.com/LOeKkNM.png
Can we make it so when a category gets chosen but no words are included in the search that anything with that category continues to show up?
Yes, by making sure that these options are set as following: https://i.imgur.com/53hsqiz.png
Ordering
The default primary ordering is Relevance, the secondary is by Date descending. You can change them under the General Opions -> Ordering panel: https://i.imgur.com/OMbCVIq.png
I hope this helps!