That career loop sounds all too familiar, most of us are in a similar situation, managing a hunting farm takes money, and the demands of earning that money takes us away from managing the farm.
However, your nice pictures of crops and deer prove that you are getting ahead of the loop, that's a beautiful scene. Its almost uncanny how our places are in a very similar setting, both having drought planting issues, too many does, planter won't pentrate in dry conditions, outsiders/friends shooting does failures etc.
As far as the does, after ignoring this one important detail for too long, we've recently gotten very serious about balancing our deer herd numbers, we have been removing a significant amount of doe every year, and really paying attention to not shooting button bucks. This is the third year of seriousness, and we're very slowly seeing this ship change direction.
Because of being to busy to shoot does, getting people in who promised to shoot doe and then shot bucks, and not realizing the true gravity of the situation, we went from growing a beautiful soybean field every year to not being able to grow beans anymore, because our oversized herd ate them faster than they grew. This was the real wakeup call for us, realizing that getting people in to shoot does is a bad idea. Realizing that we have to do this ourselves. Realizing that once we are balanced, going forward ideally we'll want to shoot one doe for every buck, but for our particular property, due to poaching, we will probably need to shoot 2 does for every buck for the foreseeable future.
Our longterm goal is to get away from the past of seeing 20 deer in a field and 19 of them don't have antlers, to a future of seeing 10 deer in a field and 4 of them have antlers.
I thought that maybe hearing from someone who's walking along a very similar management path will give you some affirmation that you are on the right track.