As long as you don't slam it too hard it should be fine. TBH I don't recall ever damaging a tail wheel on a landing in all my years of simming. Main wheels, prop...oh yes!
The tail wheel has only ever been shot off in combat, leading to a troubled landing later when that tail touched...
As for the tree collision, well I guess it's better than passing thru them like ghosts, but I'm not a big fan of solid rebar concrete tree sculptures painted realistically. The plane should definitely suffer wingtip damage, but the impact-induced left spin seemed to be a little too far the other way.
In other words, tip sheared off good, crazy flat spin too much.