I've gone about this in two ways because I initially had trouble uploading the final project. First I added the flag and solider separately. You can run a boolean operation to join them as one unit, or just adjust until you like within your project and print them that way as separated entities.  

   I was finally able to upload the full project STL (FULL PRINTED MODEL). This is a Roman solider holding the Continental Union flag as a shield. It prints as one cohesive unit and makes for a great display piece. Can be viewed from multiple angles (there are no bare spots in the model) and positioned however you like. The flag as well as the soldier take light from above very well with their contrasting shadows. 

Enjoy.