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Meh brony
Condensed Milk - State-Approved Compensation

One magic spider boi
@Scrounge  
Looking back at it now i definitely believe that sombra got what he had coming to him, anyone who would go as far as to destroy the free will of others for their own selfish goals which in his case was conquest deserves nothing more than death, destroying the free will of another living being is undeniably one of the worst crimes any creature could possibly commit.
Background Pony #7B83
The only reason Nightmare Moon’s timeline looks better is because Josh Haber didn’t have time to flesh it out. For all we know, ponies were being forced to offer tribute, otherwise she’d doom them to a cold, frozen end.
Lazurine Nymph

Nightmare Moon.  
At least you still have your free will when under Nightmare Moon’s rule.  
Also, I’m a literal Child of the Night. I love the beauty of the night sky.  
And just like ObliviaTheChangeling says; Most problems in Nightmare Moon’s timeline can be fixed with magic.  
Weather, growth of the crops, animal care, ect.
ObliviaTheChangeling
Non-Fungible Trixie -
My Little Pony - 1992 Edition

Lurking Changeling
@SavageSpelling  
Most problems with the Nightmare timeline can be fixed with magic, and Nightmare Moon seems to be a pretty reasonable ruler. With Sombra in control, you’re in a constant war and you’re either forced to fight those you care about or lose all your freedom and become a mindless puppet.