All good questions and answers. I try to get out in winter to see how far south the sun will go. And take a compass when you are scouting locations. Just this morning I was woods walking and went by one of my Primate Patches from last year. When I was digging holes in the rain last summer {I got a late, late start} I couldn't find my compass, so I had to guess at direction. At my Slo patch with the compass this morning, I saw the trees I had cut for more southern light wasn't due south. My guess was off by about 30 degrees.
I like to use a big evergreen bush or small tree of some sort as a Northern backstop for my plants. The balance of sun and cover is one that you will weigh as long as you grow. More sun equals more weed. Less cover means you might get found out. What has worked for me is to find a fallen tree that has opened up the canape for light to get through. The light will promote brush growth, which will provide good cover. I like there to be plenty of ground cover up to 5-6 feet high. Your plants will quickly grow past that seeking the sun, but people walking and looking will be looking closer to the ground.
Planted trees are good for growing in, especially when they are 12-15 feet tall. The more sun your plants get, the shorter they will be, so they won't get taller than the trees. Pine trees are what we have down here in Northwest Florida, but any trees that keep their leaves, and are planted in rows would work. Find a skip in the row where a tree has died, and plant your plant there. Spread them out so if one is found, you don't lose everything. The bigger the parcel of land the better.
I always plant in the ground. We get lots of rain, but there is also long dry spells. You decide what plants you want to pamper, and put them where you can carry water if forced to. For the rest, you just pray for rain. I have also had to harvest from a John boat before, so make sure you know if you are in a flood plain or not.
Your location in relation to the equator will be the biggest decider to veg indoors or not. {ie. how long your growing season is} I have always done everything outdoors. If you do veg under lights, be very careful putting them into the sun. You want to find a good shade tree and set then out for at least a week before you put them in full sun. You can make a little hotbox with 2X4's and plastic sheeting to get an early start. Just be discreet.
Good luck,
Larro