there's no option to make TSVN auto-check unversioned files for a commit.
In your case, I would recommend you write a check-commit hook script that 
runs an 'svn st' to check if there are unversioned items, then compare 
those to the list of checked items in the commit dialog and reject the 
commit if there are unversioned items that are not checked.
https://tortoisesvn.net/docs/release/TortoiseSVN_en/tsvn-dug-settings.html#tsvn-dug-settings-hooks


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