You can climb up a tree. Yeah, we all know that one...but... First make a run to the auto wrecking yard and get some old seat belt pieces at least 3' long, 4 of the mounting washers per end you want to mount in tree, and a long bolt and nut for each end. Also a length of nylon marine grade rope( Do NOT use cotton rope) to reach ground X2 + a bit. Also a Delrin sheaved pulley.
Wrap the seatbelt around the tree loosely. You don't cause damage to the tree, and you can remove it without damage if needed. Then make a hole in the seatbelt ends, and put a large washer on the bolt on both sides of the belt. Then attach the pulley to the rope and repeat the washers and add the nut.
locknut is a good idea.
Thread the rope thru the pulley and drop both ends of it to the ground. (A weight helps here.)
Ok, then add an insulator to one end of the rope, and attach your wire to the insulator.
Now you can pull it back up in the tree. Yes, you will have a lot of rope left, but don't cut it off.
You may need to drop the antenna some time for changing it or repair. (
Don't ask. I hate climbing up 130+ feet.).
Now it should not cause damage to the tree, as the seat belt material will last years/decades and leaves room for the tree to expand.
As far as the long rope end goes that's left- well tie 1/2 of a concrete block to it and let it hang a couple of feet above ground. Coil up the rest of the rope and put it in a heavy, UV proof bag and secure with a UV proof wire tie. You can secure it to the downrigger rope if desired.
My last antenna survived over 20 years with this method, and the mounting was still re-usable after the tree rotted off its roots and fell to the ground.
You can use a bow with a fishing reel to shoot an arrow over tree limbs, and then use the fish line (min 60-80 lb test) to pull up a rope to attach the antenna to. Not really advisable in housing developments, or where you might injure someone. Use a sturdy line on the reel too.
Make sure the line can freewheel easily, or have it laid in a proper coil too.
Another method is to use a large 2 oz or a bit bigger "cannon ball" type sinker and a slingshot to get the line over a tree limb way up. Be sure to use at least a 60-80 lb or more test line too. Also make sure you have tied a really good knot to the sinker, and the line can freewheel easily from the coil or reel.
If the line breaks the sinker can really fly much farther that you think, and can actually be fatal if it hits someone, (Think David & Goliath.) not to mention windows nearby.
If all else fails, erecting a long pole (Large diameter PVC Sked 600 or heavier), or a tower works too.
(Having your XYL or kid sit on the roof holding one end is not a good idea either.