You are off to a good start. You have a lot of advice but you need to figure it out for your site. See how it goes. Learning by doing is the best education. I have taken viticulture courses of all stages but nothing beats standing in the vineyard, starting at a vine (or 200, 400, 1000) and trying to envision how this vine should be pruned.
If your soil is heavy, do plan on an auger for planting. We have a steep slope and both red and yellow clay. If we use a plow, the danger is erosion (severe washing off) of the top soil (happened in the past - the reason my garden has 2 feet of top soil). If I was digging by hand, I would still be planting the first 1/4 acre.
Many things to consider and you WILL do something you regret. Just go with the flow and enjoy the process.
Thanks for all the advice. The soil is a clay loam that was farmed for many years so there’s a good 10” of topsoil and not so steep that I need to worry about erosion before I get the grass established. This spring the neighbor who farms the field is going to plow, disk, and drag. Then I’ll plant grass in on the whole 1/2 acre. I don’t have an auger so I’ll be digging by hand. It’s not too bad with a breaker bar since most of the rock is smaller than a softball. How deep do you need the hole for vines?
I’ll start two rows of vines this year, a short row each of blackberries and raspberries, and 4 to 6 apples. Hoping to retire in four years. then I can start on the big projects!!