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Relic Rush Purchase Relics 14 or more times in a single run as Chester.

Item Explorer Use 10 or more different types of items in a single run as Chester.

Alert! Alert! Extra Clear! Clear Dr. Manhole Strikes Back twice

Novice Drill Lander Obtain Title Stamps from all Classic attractions on LEVEL 1

Stratonaut Find all chests in Cloud Castle
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Picto This Pick up the Crayons Sticker in Cloud Castle

Grab 'n Dash Pick up the Cow Sticker in Cloud Castle

Frog Leap Get over the moat without lowering the bridge in Tadpole Temple

Chester Quandaries Complete all four Quandaries as Chester.

Shortcut Clear The Hole of Druaga LEVEL 2 (Classic) using warp only once

You're a super star! Obtain All Trophies

Good Ending Complete game after getting all Stickers

Hat Connoisseur Buy all the hats available for purchase.

Enchantress Quandaries Complete all four Quandaries as The Enchantress.

Fireball Fury Defeat a boss using only Magic Shots.

Leave No Man Behind Collect all Golden Statues in Drindy Adventure LEVEL 3 (Classic)

Marathon Master Reach wave 30 in Marathon.

Hat Stacking Champion Defeat Puzzle Knight wearing hats that max out your Chaos.

It's Time to Duel! Collect all Driller Cards in Classic

500,000 Miles, 500,000 More Earn one million bits in Classic

Retail Therapy Purchase all Item Shop items in Classic

Hoarder Obtain all Drill Land goods in Classic

Intermediate Drill Lander Obtain Title Stamps from all Classic attractions on LEVEL 2

Advanced Drill Lander Obtain Title Stamps from all Classic attractions on LEVEL 3

Dr. Driller, PhD Earn all game trophies

Specialist Drill Lander Obtain Title Stamps from all Classic attractions on LEVEL SPECIAL

Master Drill Lander Obtain Title Stamps from all Classic attractions on every level

No Everest for the Wicked Dig 8848 meters in World Drill Tour (Classic)