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If you are in a best trick competition where it only has a single rail that everyone tricks down, then you can stand right at the bottom of the rail and hold circle. Then, as soon as they grind to the end of the rail they stack it and they lose their trick points by hitting into you.
You can only win this way if you are currently first with more points than anyone else
In any S.K.A.T.E. challenge involving stairs (pretty much all of them) an easy way to own the competition is to do a 540 spin. To do this, you can do any move (I suggest a simple move like an ollie). While in the air hit the left analog stick left or right to do a 360. While still in the air, hit the right analog stick the same way you did the left, rotating the board another 180 degrees giving a total of 540 degrees. When the pro skater's up they'll do some random move giving them a letter.
I found a really cool secret spot in skate.
Take a train to the station near the Zen Plaza then (this is by the terms of the map) go north along the side of the plaza ,turn right, go along the wall again then turn right. You should see a big wall and a little wall, go up to it and either go between the walls to be on the hillside for some extreme bailing or go on the right hand side of the little wall for some even more extreme bailing!
I used to have a great video of me jumping off the latter place and surviving, but my memory got wiped so it got deleted :-(
To unlock the Plan B Warehouse, beat Ryan Gallant's pro challenge.
You can unlock Dem Bones by breaking each bone in your current character's body three times.
You can also check the injury log to peek at your progress.