| Trophy | How to unlock
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| Academy Award (Platinum) | Obtain all Trophies.
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| Adventurer (Bronze) | Unlock Curse of the Aztec.
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| Certified Professional (Gold) | Beat every challenge/Unlock RAD mode.
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| Change of Heart (Silver) | Achieve a total of 100 Grind-Switches.
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| Damn Good Coffee (Bronze) | Achieve a total of 1000 Perfect Grinds.
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| End of the Beginning (Silver) | Finish every Amateur career level.
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| Every Trick in the Book (Silver) | Perform one of every trick.
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| Going Pro (Silver) | Beat every Amateur challenge.
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| Grindstone (Gold) | Compete in the Daily Grind 7 times.
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| Hit the Spot (Gold) | Unlock every Spot.
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| I Want It All! (Gold) | Achieve 100% completion.
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| OlliOlli Oxen Free (Gold) | Find the 10 members of the Roll7 dev team.
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| Outlaw (Bronze) | Unlock Gunmetal Creek.
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| Perfect Timing (Bronze) | Achieve a total of 100 Perfect Landings.
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| Ready for RAD (Silver) | Finish any Pro level with every landing, grind and launch perfect.
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| Sky Runner (Bronze) | Unlock Titan Sky.
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| Spotless (Silver) | Set a score on every Spot.
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| Straight-A Student (Bronze) | Complete every level in Skatepark.
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| The Chosen One (Gold) | Finish every level in RAD mode.
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| The First One is the Hardest (Silver) | Get your first 1,000,000+ combo.
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| The World Stage (Bronze) | Compete in the Daily Grind.
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| Thrillseeker (Bronze) | Unlock Carnival of the Dead.
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| Tiny Hawk (Bronze) | Achieve a total of 100 Perfect Launches.
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| Twist 'N' Shout (Silver) | Achieve a total of 100 Perfect Revert-Manuals.
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| Twisted (Bronze) | Achieve a total of 50 Perfect Reverts.
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| Welcome To Olliwood (Bronze) | Unlock Olliwood.
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| Wheely Good At This (Bronze) | Achieve a total of 500 Perfect Manuals.
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