[DjScribbles]

If it's any help, you don't need to reimage the cRio often (once is enough), after that deploying your code is all you need to do. (This is true for C++, I'm not sure about labview though)

As long as you have some way to reimage, and you know how to do it again if needed, you should be fine.

For a point of clarification, reimaging the crio is essentially wiping the flash storage completely, and reinstalling the OS. When you are programming, you copy your program onto the crio and it gets executed by the OS from the image you put on, you can replace your program all season without reimaging; the only reason to reimage is if you suspect corruption, or an updated image is released.