>> 2. Is it possible to somehow have the float attribute applied in CuteEditor when placing the image using /Dialogs/InsertImage.aspx rather than align attribute? Seems like a lot of steps to place it and then go back to set the float.

 

Yes, it's possible.  You must own the source code license then modify a few javascript files.

 

>> 1. I'd like to know if anyone knows a way for me to override the align="" (to use float instead) in my CSS

 

It's possible if you can write a html filter.