I have a similar problem. I get really bad razor burn which gets infected. A face covered in a painful red rash and puss filled boils just looks gross. My solution was to simply stop shaving every day. Stubble looks good on me. It makes me look more rugged. I usually have about 2 days of growth before shaving now. Right after I shave, it looks red and agitated, but it doesn't stick around long if I'm not shaving every day.
Another good tip is to use a razor with 3 blades. It's a vast improvement over 1 and 2 blade models, requiring fewer strokes to remove the hair. Fewer strokes means less agitation. The 4 bladed razors aren't as good. The blades on the four bladed razors are spaced too close together, and it agitates my skin as much as a razor with only one blade.
I tried an electric once, when one was gifted to me one Christmas. Electrics don't shave very close, so it was actually very useful for getting a thin stubble cut. Unfortunately, they just don't last long. The blades will dull quickly, and like any device with moving mechanical parts, it breaks. In my opinion, they just aren't worth the expense of frequently having to replace them.