Get a lot of quickrete (200KG) and build a small bank, a kicker, SOMTHING! The most important part is getting started and learning from the first mistakes. You will learn quick what is too viscous and too thick.
Lots of bricks underneath, you can use whatever as long as its solid. Remember excess concrete isn't always bad, its much better than not enough.
I always liked doing easy pole jam work and small trannies.
i'm w/ you on the easy pole jams. mainstream ledges are wicked easy as well, 6 ft of cinderblocks, 6 feet of angle iron on both sides. granite stores will sometimes let you have access to their scrap pile and you can use that instead of angle iron.
my idea of DIY spots is to make something that doesn't exist in nature. make a normal ledge on top of a drop or going downhill. put a polejam at the bottom of something so it's a ladder. put some mortar in the cracks and make the run up better.
if i had contributors/bigger money i'd like to start making statues to wallie off, possible LTR? don't forget to use metal for the cement to bond to. my first couple projects i just put cement atop dirt and it didn't bond so well.
i'm curious if plastic would work the same as metal? if so, milk crates filled w/ dirt could serve as a good base instead of cinderblock and brick w/ dirt and a bit of chicken wire to hold the family together.
i'd like to make skateable dinosaurs at some point.
be an artist. mainstream obstacles are everywhere so make something bizarre and memorable. oh, sinking flatbars into grass gaps and cementing em in. rainbow rail over a curbed mulch gap.
skating is already counterintuitive so run w/ that and create danger.