The Galio feature in the OP might have gotten overridden with another upload if the filenames were the same - I'll be going through all 93+ (!!!) pages of this thread to resave all the submissions to account for those that saved post slots or updated old entries, to make sure I've taken into account every possible Pony.
The submission deadline is 9pm EST / 6pm PST tonight - I'll pick my favorite 10 in the morning and then have a poll out by tomorrow evening featuring the ones the community shall vote for. I'm thinking of keeping that poll open until Sunday evening to account for weekend forumgoers as well.
Here is the prize: $20 of Riot Points to the talented artist to rises to the top of the my heart and then the community's heart.
DISCLAIMER: The top 10 favorites are subjective - it's a statistical guarantee that amazing entrees won't be able to be chosen for the top 10. People will undoubtedly go "How could you not pick X PONY? WHAT IS WRONG WITH YOU?" This is a reality which I am prepared to endure.
If I am to give any sort of hint as to which Ponies I will pick, it will be this: Personality in a picture goes a longer way with me than any other feature - a shown love for both the League of Legends champion represented as well as the 'Friendship is Magic' style will combine into a win so grand that it'll have a better chance at the top 10 than most others. Talent and creativity and hard work are also huge factors, but the ones I choose will be undoubtedly ones that communicate love the of subject matter.