It very much depends on your soil type. If you have clay, it will be a disaster, as in my case, since clay is like an impermeable layer of solid mass which doesn't not drain water well.
You can dig several holes of about 1 foot tall all over your land and pour water into them to see how fast water drain. If water disappears quickly, then you can try this method. The idea is that when you dig, you might disturb the good bacteria inside the soil structure. But if you have clay, there is no structure to speak of. You will need layers and layers of mulch, manure, and it will take time. Of course, you could do it parcel by parcel and just concentrate your effort in one area. You could also try raised bed or raised big pots for salad leaves, carrots and beans.