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Cirrus Light
Economist -
Condensed Milk - State-Approved Compensation
Friendship, Art, and Magic (2018) - Celebrated Derpibooru's six year anniversary with friends.
Helpful Owl - Drew someone's OC for the 2018 Community Collab
Birthday Cake - Celebrated MLP's 7th birthday
Best Artist - Providing quality, Derpibooru-exclusive artwork
Magical Inkwell - Wrote MLP fanfiction consisting of at least around 1.5k words, and has a verified link to the platform of their choice
Not a Llama - Happy April Fools Day!
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.
An Artist Who Rocks - 100+ images under his artist tag

Sciencepone of Science!
@Background Pony #870F
What, you didn't think Pinkie would murder somepony, did you!?

No, she was just temporarily hired as an executioner!

…But she asked for her job to be extended, and sadly (for her) Equestria seems to lack death row inmates… So they sent for another Yak delegation.

Now Pinkie gets to play withe the HUGE axes!
Background Pony #60AA
The real shocker came when the plaque for mounting it arrived the next day, from Princess Celestia herself