This guide is a lazy alternative from MarkyShizzle's excellent guide. This achievement (along with the other two trick achievements) can be done with a turbo controller.
What I did was pick the last skater which I think is Ryan. Leave his stats as default. Next pick the school. Now you want to turbo the A button to Ollie, the Y button to grind and get something to hold down the RB button to spin. DO NOT TURBO RB IT DOESN'T WORK WELL AT ALL.
This actually happened by mistake. I dropped my Hori and the RB button was pressed down against the desk and I noticed the amount of tricks it was doing
If you have bought the pack to remove the ads you can just walk away, if not you will have to restart the game yourself. A small tip, if you haven't bought any of the ad removal packs, make sure you have your account set up to ask for your password before making purchases just in case you don't stop the turbo quick enough.
I unlocked this using a Hori, so unsure whether other turbo controllers will yield the same results.
The 5 and 10 tricks will pretty much unlock the first time your skater gets to the big stair case. No idea where the 15 one will unlock as I was sleeping. This is also a great way to grind out creds too, the spin makes a huge difference.