Hi LiveMusic,
Please consider the difference between 'shaping' and 'sharpening'.
Shaping a damaged chain can be done with a file, but is so much faster with an indexed file guide or machine.
Additionally, all the cutters need to be pretty close to the same length - again, an indexed system is particularly useful for this.
Once the shape & length of the cutters is correct, it's fairly easy to do touch-ups with a file or file guide.
Are you using full-chisel chains? One encounter with a rock, nail, or dirty log and the cutter tips are bent down. At that point, the cutters need to be ground back to where they are flat again.
With dirt being a consideration, the suggestion from lohan808 to get semi-chisel chains is a good one.
Dremel-type sharpeners can be pretty effective and fairly fast. The stones do wear down so the first and last tooth sharpened can have slightly different geometry.
My understanding is the diamond burrs last a little longer than the stones, and they lose very little diameter as they dull, so more consistent results.
Wheel grinders can have very good results.
With any sharpening system, a significant part of the result is the expertise and care of the operator. Practice on some old chains.
Note that brand new chains can be dulled a bit by rough handling, before you even get them on the bar...
Thanks and good health, Weogo