Well, I am not exactly the most experienced long range guy, but I just jumped straight in.
I had experience out to 300 meters, and one day, a friend and I decided to shoot 1000 meters.
I hauled out my old M1 Garand (2moa at 100 meters) and Remington 700 (1.5moa at 100 meters) with my second batch of 30-06 handloads, and drove up north to a safe area open enough to shoot that distance.
We quickly learned that knowing what your equipment is capable of is very important. The 700 had nowhere near enough elevation on the scope or rail to get to 600 meters, let alone 1000.
The Garand, however, with the iron sights, had the distance in meters inscribed on the elevation knob, right out to 1200 meters. Click it to 1000 and you are in buisness.
Now, our spotting scope was also woefully inadequate. You need an amazing optic if you want to see any kind of hits at that range. My scope could barely see hits at 200 meters, so 1000 was not an option. Made adjusting for windage alot harder, as instead of spotting the shot, we had to walk 2k down to the targets and back to see the holes in the snow. (Wintertime makes life easier) A good spotting scope or optic is critical.
Once we walked the shots on to the target, which took about three trips downrange, we could hit a 24" metal target with every shot. No problem for a gun that you can consistantly get 2 moa with at 100 meters, and given that you have a calm enough day. Keep in mind this is using iron sights. (I have good eyes, but a scope with enough elevation and over 20 power would have made it attainable for anyone).
I found it to be not nearly as much a challenge as I was led to believe. We could break a shot off every 7-10 seconds and be on target.
I would love to go further to challenge myself and my equipment more, but it is hard to do here in Ontario.
Anyways, my point is, shooting 1000 takes knowlege and skill, but with the right rifle, ammo, and spotting scope, it should be more then attainable.
The biggest challenge is finding places to shoot. Take a serious look at joining the ORA if you are interested in shooting that distance.