If moving food on a wooden cutting board is taking the edge off of your knives, I question either your technique or the quality of your blade. This is precisely what a steel is supposed to fix, which is why a steel should be used nearly every time a knife is used. I even use a steel on my steak knives (non-serated, like these:
https://www.amazon.com/gp/product/B0055WK0C6/ref=oh_aui_search_detailpage?ie=UTF8&psc=1). The steel has kept the edge of my steak knives great (I can shave arm hair after 18mos of use, no resharpening), even though they are, by definition, used on ceramic plates.
How a knife cuts is much less about the edge angle (I can make a cube that will cut paper), than it is about how quickly the actual blade thickens. The first 1/8" doesn't do much. It is also about the finish on the knife, which is why few kitchen knives are polished. Moist things will stick like crazy on polished steel.
I have Messermeister knives and Viking elites. The vikings are very heavy, the messers are just heavy. I like the weight because I use the handle as a counterweight and grip well up on the blade.
I use an Edge Pro system for sharpening. A friend was given an abused Shun Santoku that he had me sharpen. In about twenty minutes I had pulled the edge back to beyond the nicks and fully tuned. The system works well, but I wouldn't buy it again.
Good knives never go in the dishwasher. The edge is the easy part of the knife, dishwashers will ruin rivets and break-down handles.