Sara, I enjoyed your video. You have a beautiful space, it looks exciting. There are some very nice elements in place already - the fenced garden area, the outbuildings, lots of sunny, dappled, and shady areas. Looks like such a great homestead!
We are in a similar situation, in that we are thinking about a nine acre parcel around our home. My family has owned the
land since 1970, and we've been more actively thinking about it for three years, and lived on it for four months. For a number of reasons I've been forced to slow down the work we do, and that's been a great thing, as it's given me time to really understand how I move around the property, what's growing where already, etc.
One thought I had about the truck access. It's a big hardscape question that makes sense to figure out soonish. Would the edge of that sunny field work (instead of near the house). Something like this?