I have to admit full disclosure - I worked as ground crew, then tree climber back in the day, when I was around 14-16. Some of the hardest work I've ever done. I'm 65 this past April, and I don't climb trees anymore, unless being chased by my resident black bear who's moved into my neighborhood. 1st time in nearly 35 years at this property I've even seen a bear within 5 feet of my house, when it flipped open the commercial recycle bin to search for ~recyclables?:confused2:
And if you're going to plant trees/shrubs and buy them from a commercial nursery they will plant them for you and guarantee the stock to survive, usually a year. It's worth it depending on what size and quantity to consider them doing it...
Some nurseries will do fencing too, so again you could bundle labor and machines to dig holes, install fence, and plant trees. Depending on size of 'small trees' you want, I don't think a PHD would be needed or used by a pro landscape crew, but I could be mistaken on that one. I'm not a landscaper; more of a cut/prune, drag or burn trees guy....
If I were you I'd investigate some of the nearby landscape companies and research, ask neighbors too, what nurseries in your area are full service. Have their head guy give you a plan, on paper, of finished project, drainage installed, land graded and sub and topsoil installed, and whatever else you need done, fencing, lights, carousel, gazebo, etc.
Sounds like you have plenty of $$, (not a slam, just an armchair assessment of your possible situation), and like a lot who do, too little time to spend it fooling around cutting your however many acres. They can give you a mow all your stuff rate too.
I say work smart, not hard! Use your resources most effectively; and for you, buying a tractor and screaming fast ZT are not best use of them, IMHO.
When you get the estimates, pick one, save on buying the tractor, hoe, hog, PHD, etc. and go out and buy a nice BMW or whatever, and show your wife, girlfriend,

mistress :shocked:, whomever, a good time, and relax, knowing you've done a good job by letting your fingers do the walking through your local phone book. :thumbsup:
Smart money spent, better overall satisfaction, and a guarantee on the trees/shrubs and fence pieces, and the install of same for a certain period of time. What more could one ask for? :thumbsup:
