Skate 2

The Dam is a great place to do it. But I was able to pull this off at the upper stacks. Teleport there and try to jump through one of the 3 circles down to the street below. Try skating down the hill to get enough speed first.

It's about an 80ft drop and I was able to pull this off no problem.

An easy way to get this one is to go up to the dam area where there is a boomgate that you need to duck under and the area that you want to hit is the gutter that is on the lookout directly left after you go under the boomgate. What I did was took a good run up from up the hill a bit, went under the boomgate, then hit the gutter as afformentioned. When you hit it at a good speed you should go flying off your board and over the cliff, now try and aim your body headfirst into the ground and you should get it straight away. Also place a session marker up the hill so that you can just respawn if you fail.

Again, I tried to follow Neptune125's advice... head up to the damn.. i used the picnic area to the left as u look down the falls, skate and slam into one of the binoculars and follow over off the edge, and continue to roll down the hill onto the ledge at the bottom... cannonballing and spread eagle in one go does some hall of meat challenges too!