Lord WyrmSpawN
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Non-Fungible Trixie -
Thread Starter - MLP G5 Discussion and Speculation Thread
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Friendship, Art, and Magic (2019) - Celebrated Derpibooru's seventh year anniversary with friends.
Friendship, Art, and Magic (2018) - Celebrated Derpibooru's six year anniversary with friends.
Not a Llama - Happy April Fools Day!
Friendship, Art, and Magic (2017) - Celebrated Derpibooru's five year anniversary with friends.
The End wasn't The End - Found a new home after the great exodus of 2012

Lingering Wyvern
@Unraveler  
Nah, not really.
 
The most I can call him is ‘forceful.’
Unraveler
Fine Arts - Two hundred uploads with a score of over a hundred (Safe/Suggestive)

Is Iron Will can be considered as villain? his intentions were good.
requiem-dirge
Artist -
The End wasn't The End - Found a new home after the great exodus of 2012

Return from the Darkness
…no less than four of these characters were redeemed. Unless we’ve gone back in time to 2012.
Joshua
Duck - Duck cannon at high speed
Cutest Little Devil - Celebrated the 14th anniversary of MLP:FIM!
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
Non-Fungible Trixie -
Ten years of changes - Celebrated the 10th anniversary of MLP:FiM!
My Little Pony - 1992 Edition
Wallet After Summer Sale -
Perfect Pony Plot Provider - Uploader of 10+ images with 350 upvotes or more (Questionable/Explicit)
Since the Beginning  -

Ah, yes. This is a much better view.
Proper Prose

@Stainless Steel  
Why would they even need to ruin the environment? All of the advanced tech runs on magic! Heck, they were shown charging up their cider machine by themselves! Granted, they could need the resources to make the machines, but fire (ergo, trees) are not needed to melt metal.
 
The only thing I can think of that they would need wood for is building factories and a business shouldn’t have to many. I don’t think there really was a threat to Equestria in this timeline, not a genuine one anyway.
Stotter
Wallet After Summer Sale -

This is what happened in the ashlands timeline. Just an amusing thought.
Death2
Happy Derpy! - For Patreon supporters

YOU WILL BOW TO ME.
@martianmister  
Oh. The comics. Can’t afford to buy them.
martianmister
The End wasn't The End - Found a new home after the great exodus of 2012

@HighRollerHydra  
He became a villain in this comic.
Death2
Happy Derpy! - For Patreon supporters

YOU WILL BOW TO ME.
And why would Iron Will, a motivational speaker, be listed as a villain? Only wrong he did was give bad advice, and he realized it at the end when Fluttershy peacefully refused to pay him.
Background Pony #79F2
@Background Pony #A77D
 
None of them wanted to help Sombra or destroy the world.
 
But Sombra released them from their cells, so they played along to save their skins.  
The moment Sombra left, they turned on him and ran.
Background Pony #1331
Oh, right, as for Iron Will, he did try to bust Fluttershy’s door down and threaten her to get his money. There are less brutish ways to go about that.
 
However, to IDW’s credit, Iron Will has misgivings once he realizes he’s unleashed Sombra, and is generally portrayed more as hotheaded and shortsighted than intentionally evil.
Background Pony #1331
@Background Pony #A77D  
Of course, both of them reformed, which is great, but yeah; They were villains.
Background Pony #1331
@Background Pony #15C0  
Trixie took over Ponyville. Yes, she was corrupted by the amulet, but she still had free will and - in fact - still shot at Rainbow Dash even after the amulet was removed. So at least some of that was genuinely her own volition.
 
Gilda was a thief. She stole apples from a vendor. It makes her an incredibly petty villain, but a villain nonetheless.
Death2
Happy Derpy! - For Patreon supporters

YOU WILL BOW TO ME.
Uh…didn’t Gilda, Discord and Trixie turn good?
Empress Cozy Glow
Non-Fungible Trixie -
Happy Derpy! - For Patreon supporters
Wallet After Summer Sale -

Therideneverends
@Kolbjorn  
Well, Trixie could have become one of the most evil villains, what with that alicorn amulet. She was willing to harm ponies if they didn’t do what she said. How far was she from becoming a Tirek level threat, with even more evil to boot?
 
Gilda, Lightning dust, and Iron will are a bit questionable though.
 
 
 
[SPOILERS]
 
 
Well, Flim and Flam both kinda are villains, if their future has anything to say about it. I mean, they bring up an industrial age, which is good, but it has all the pollution and environment-killing that comes with it.
Chrysalislover

Wish Tirek was included, but otherwise an epic picture :)
RektPony

Well if Whitley somehow manages to solve all the plotlines regarding Umbrum, Sombra, Hope, smaller villains AND STILL introduce Discord, Trixie and Gilda into the story ALL in one isse, that would really look like a great accomplishment
Dr. Rabbit

Lord Tirek?
Background Pony #4EB1
No Nightmare Moon? She had the best look second only to Crysalis. Step yo’ game up!
Background Pony #C6AD
If Chrysalis going to get Discord while Fluttershy is not, then I’m going to be slightly dissapointed and angry.
Background Pony #79F2
@Jades  
>These days
 
Where has everyone been the last 3 years? Everyone should go look at the first issue covers and try to learn something.
Jades

Meh the covers barely mean anything these days on IDW comics.
MeshGearFox
The End wasn't The End - Found a new home after the great exodus of 2012

A motivational speaker?
 
There are few professions more deleterious to human society.
orbsah

@Masem  
That would be stupid even for IDW.