Scott,
The CuteEditor dialogs need to read some information from the CuteEditor.dll at runtime.
When you change the FilesPath property, you need to make sure the CuteEditor dialogs can find the CuteEditor.dll.
In your case, try create a bin folder under respository folder and copy the CuteEditor.dll into it.
wwwroot
->approot
->bin (contains the cuteeditor dll and lic)
->asp.net files
->respository
->bin\CuteEditor.dll
->web
->CuteEditor
Keep me posted
asp.net Chat http://cutesoft.net/ASP.NET+Chat/default.aspx
Web Messenger: http://cutesoft.net/Web-Messenger/default.aspx
asp.net wysiwyg editor: http://cutesoft.net/ASP.NET+WYSIWYG+Editor/default.aspx
asp wysiwyg html editor: http://cutesoft.net/ASP
asp.net Image Gallery: http://cutesoft.net/ASP.NET+Image+Gallery/default.aspx
Live Support: http://cutesoft.net/live-support/default.aspx