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Advice from Trixie :P

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Badumsquish
Generic Messy Hair Anime Anon - Seen and done more than you can imagine
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@Background Pony #7D36
Only in the comics, though. We actually know surprisingly little about her in canon, considering she was a pretty major character in the end, and a redeemed antagonist to boot, who had been around since Season 1. Like, she has a dad who may or may not know she exists and that’s basically all we really know about her. I like it. It’s kind of neat that everything we know about her we had to interpret from her personality. An interesting thing that I’ve noticed about her, is she’s strangely protective of others: we saw her teamed up with survivors against the changelings in that one bad future when you’d assume she’d have just ran, she teamed up with Starlight and co to fight the changelings and save ponies who had actually been pretty rotten to her, and she was protective of Gallus toward Grandpa Gruff. It’s cool how they fairly subtly gave her that character trait with no real explanation why :P
Background Pony #7D36
attended private school
They go back to being in financial straits with the Zap Apple Jam episode, iirc, needing the batch to be good “or else”.
Applejack’s finances are like starship speed in Star Trek. It’s whatever they need it to be for the episode to work.


@Badumsquish
@The Smiling Pony
Maybe it’s some sort of boomer “hold herself up by her bootstraps” kind of thing. Like Princess Celestia has outright offered to completely fund her entire operation and she turned it down out of patented Applejack stubbornness.
Badumsquish
Generic Messy Hair Anime Anon - Seen and done more than you can imagine
Kalianne - Derpi Supporter
Celestial Glory - Helped others get their OC into the 2024 Derpibooru Collab.
Nightmare in the Moon - Had their OC in the 2024 Derpibooru Collab.
Pixel Perfection - I still call her Lightning Bolt
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
Flower Trio - Helped others get their OC into the 2023 Derpibooru Collab.
Roseluck - Had their OC in the 2023 Derpibooru Collab.

ᗡ: 📶 📡
@The Smiling Pony
Maybe it’s some sort of boomer “hold herself up by her bootstraps” kind of thing. Like Princess Celestia has outright offered to completely fund her entire operation and she turned it down out of patented Applejack stubbornness.
Applejack: “I ain’t takin’ a handout, Princess! I work for my bread and butter and apples!”
Princess Celestia: “Applejack. You work incredibly hard for Equestria. You’ve saved this kingdom and her citizens several times over. Millions of ponies are alive today because of you, and their children and their children’s children will thrive thanks to you. Our descendants will sing songs of your heroism. This isn’t a handout; this is a pittance of the debt Equestria owes you. Now please accept this chest of one billion bits.”
Applejack: “AIN’T TAKIN’ A HANDOUT, PRINCESS!!!” XD
Badumsquish
Generic Messy Hair Anime Anon - Seen and done more than you can imagine
Kalianne - Derpi Supporter
Celestial Glory - Helped others get their OC into the 2024 Derpibooru Collab.
Nightmare in the Moon - Had their OC in the 2024 Derpibooru Collab.
Pixel Perfection - I still call her Lightning Bolt
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
Flower Trio - Helped others get their OC into the 2023 Derpibooru Collab.
Roseluck - Had their OC in the 2023 Derpibooru Collab.

ᗡ: 📶 📡
@Background Pony #11F0
@The Smiling Pony
To me, even if she’s not technically “rich” I think it’s a distinction without difference sort of affair. She’s from an at least well-off family in the capital city, attended private school, has been the protege of the country’s absolute ruler since the age of about 6, has casually mingled with royalty since the age of needing a babysitter, is the sister to the leader of the country’s entire military, has served as a diplomat since the very first episode, has all of her domestic needs taken care of free of charge, attends every exclusive high-profile event, has a personal assistant who follows her every order and is essentially a servant, and seems to have complete autonomy to make any decisions she wants and be given anything she asks for. And this was all before she even became a princess. Whether or not she’s “rich” is honestly a moot point since she already has all the power and privilege one would have from being rich and then some: the only difference it would ultimately make is whether or not she had a big pile of money somewhere that she would never need to use anyways. All I know is I would look at someone with the connections, power, privilege, and standard of living as Twilight and think “holy HELL she is rich” :P
As for the rest, the only one who’s ever mentioned finances in a serious context is Applejack in the cider episode, when she mentions she can’t afford to take the Flim Flam Bros’ deal since their cider sales fund their farm throughout the winter. So maybe they get a paycheck for being heroes-on-call, but it’s not enough to fund the entire farm. That is if we’re not just going to chalk it up to cartoon logic, because by the Bats! episode it really seems like the farm’s finances aren’t an issue anymore and she had no problem losing a massive chunk of her farm and then further risking what she had left by keeping the bats around. Maybe they all got raises, who knows? :P
Background Pony #11F0
It’s headcannons about a pony cartoon, nothing I’m going to go to war to.
I’m not looking to do that either. I just get a bit frustrated over how often that argument (and some others like it) seems to pop up when the conversation turns to defending Trixie’s actions given that it is, as you said, headcanon.
Background Pony #11F0
@Background Pony #11F0
Twilight and family are either rich, or absurdly fortunate. And iirc at least one of their rooms is in a palace tower, which I’d feel safe in assuming is entirely theirs.
As for Twilight’s friends, really it just shows that most of her friends are also loaded or independently wealthy. A cadre of incredibly lucky and/or wealthy main characters out dunking on itinerant performers living in RVs.
Except for Pinkie Pie; she lives in the Cake’s home, above Sugarcube Corner, where she works a normal job as a mere baker.
Or, maybe Equestria doesn’t really have all that much in the way of significant wealth disparity. Very few of the show characters we meet are ever shown to be in anything approaching dire financial straits. Even “mere baker” Pinkie apparently has enough of an income to afford an endless slew of elaborate parties, as well as a party planning Batcave under her employer’s business/residence. If Trixie actually is a borderline hobo in a land where almost everyone else seems reasonably well off, she’s either really super unlucky, or just not that great at her chosen profession. I mean, seriously, that makes equally as much sense as assuming the mane six consists of robber baron Twilight and her cadre of financial elite.
The Smiling Pony
Celestial Glory - Helped others get their OC into the 2024 Derpibooru Collab.
Nightmare in the Moon - Had their OC in the 2024 Derpibooru Collab.
Pixel Perfection - I still call her Lightning Bolt
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Solar Hero - Went above and beyond for the Solar Deity, drawing from the power of the sun itself to bring balance to the fight against the Lunar Insurrection (April Fools 2023).
Roseluck - Had their OC in the 2023 Derpibooru Collab.
Flower Trio - Helped others get their OC into the 2023 Derpibooru Collab.
King Sombra - Celebrated the 10th anniversary of The Crystal Empire!
A Lovely Nightmare Night - Celebrated the 12th anniversary of MLP:FIM!

( ͠° ͟ʖ ͡° )
@Background Pony #11F0
Twilight and family are either rich, or absurdly fortunate. And iirc at least one of their rooms is in a palace tower, which I’d feel safe in assuming is entirely theirs.
As for Twilight’s friends, really it just shows that most of her friends are also loaded or independently wealthy. A cadre of incredibly lucky and/or wealthy main characters out dunking on itinerant performers living in RVs.
Except for Pinkie Pie; she lives in the Cake’s home, above Sugarcube Corner, where she works a normal job as a mere baker.
Background Pony #11F0
@Background Pony #11F0
Twilight’s parents have a massive home in the capital city, got their daughter a literal princess as babysitter, put their daughter through the country’s most prestigious private school, their son in the military academy, who then achieved the country’s highest rank (and later became ruler of a neighbouring nation through marrying into royalty).
Twilight doesn’t even pay rent, she was given a free massive home to live in the center of town.
If Twilight and her family aren’t wealthy then I don’t know who in this universe can be presumed to be.
Do they have a massive home? It’s been a while but as far as I recall we’ve seen maybe 3 rooms of her childhood home, none of which warranted the Robin Leach treatment. I also don’t recall the show ever mentioning any details about what what it costs to get into Princess Celestia’s School for Gifted Unicorns. I mean, assuming it does actually cost a lot to attend, who’s to say Twilight wasn’t offered a scholarship of some kind? She’s certainly talented enough for it, and there’s no questioning her dedication to academic work.
Really, with the possible exception of marrying into royalty, most of these things you offer as evidence have never really been nailed down all that specifically. Sure, maybe Shining really did attend some super expensive prestigious military institute. Or maybe he worked his way up through the ranks the hard way. Maybe Twilight’s parents are super rich and connected and can afford an alicorn babysitter. Or maybe Twilight met Cadance on her own by way of her mentor, Celestia, and Cadance was just willing to watch her from time to time because she’s nice like that. I won’t begrudge making an argument for it, but they’re really all assumptions in the end unless something official says otherwise.
Also, Twilight doesn’t pay rent? Exactly who in Ponyville does? We never see anything like that from any of them that I remember. But hey, maybe they’re all rich. Applejack apparently builds a dozen barns a year on her acres and acres of prime apple growing land. Rainbow Dash has an actual tower in the sky with rainbow fountains and waterfalls. Rarity has her own business and (in time) locations in other major cities. Fluttershy… well she sets up her own animal sanctuary and can apparently afford to feed a zoo’s worth of animals, so she’s probably not hurting. And who really knows what Pinkie has going on. Frankly none of them appear to be hurting, so it’s not like Twilight’s an exception here.
The Smiling Pony
Celestial Glory - Helped others get their OC into the 2024 Derpibooru Collab.
Nightmare in the Moon - Had their OC in the 2024 Derpibooru Collab.
Pixel Perfection - I still call her Lightning Bolt
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Solar Hero - Went above and beyond for the Solar Deity, drawing from the power of the sun itself to bring balance to the fight against the Lunar Insurrection (April Fools 2023).
Roseluck - Had their OC in the 2023 Derpibooru Collab.
Flower Trio - Helped others get their OC into the 2023 Derpibooru Collab.
King Sombra - Celebrated the 10th anniversary of The Crystal Empire!
A Lovely Nightmare Night - Celebrated the 12th anniversary of MLP:FIM!

( ͠° ͟ʖ ͡° )
@Background Pony #11F0
Twilight’s parents have a massive home in the capital city, got their daughter a literal princess as babysitter, put their daughter through the country’s most prestigious private school, their son in the military academy, who then achieved the country’s highest rank (and later became ruler of a neighbouring nation through marrying into royalty).
Twilight doesn’t even pay rent, she was given a free massive home to live in the center of town.
If Twilight and her family aren’t wealthy then I don’t know who in this universe can be presumed to be.
Background Pony #11F0
Sure it wasn’t Twilight’s fault, but again Trixie cares more about solving her problems than the feelings of some rich girl she barely even knows.
I’d really like to know where the idea that Twilight is wealthy comes from. Outside of the Apple family and Diamond Tiara’s parents he show almost never commented on any of the characters’ financial situation, let alone where they ranked in comparison to each other.
Badumsquish
Generic Messy Hair Anime Anon - Seen and done more than you can imagine
Kalianne - Derpi Supporter
Celestial Glory - Helped others get their OC into the 2024 Derpibooru Collab.
Nightmare in the Moon - Had their OC in the 2024 Derpibooru Collab.
Pixel Perfection - I still call her Lightning Bolt
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
Flower Trio - Helped others get their OC into the 2023 Derpibooru Collab.
Roseluck - Had their OC in the 2023 Derpibooru Collab.

ᗡ: 📶 📡
@WanderingHolyKnight
You know how I would have ended that episode? Snips and Snails are forced to rebuild Trixie’s wagon as punishment for luring a dangerous animal into town and endangering everyone. Keep in mind Trixie hates them and they’re idiots and now she’s stuck with them until they cobble her wagon back together. So they are actually punished for wrongdoing while Trixie isn’t, but she still gets some karma. Imagine how hilarious an ending that is: Trixie watching Snips and Snails hammer pieces of wood with wrenches, she morosely goes “Trixie would rather be homeless”, and Twilight goes “Now now, Trixie’s too great and powerful to be homeless!” :P
@Clever Clovers
All jokes aside, I think Trixie would be like being friends with Pinkie Pie. She’d be a lot to handle and you’d get fed up with her, but it would also be a blast hanging out with her XD
Badumsquish
Generic Messy Hair Anime Anon - Seen and done more than you can imagine
Kalianne - Derpi Supporter
Celestial Glory - Helped others get their OC into the 2024 Derpibooru Collab.
Nightmare in the Moon - Had their OC in the 2024 Derpibooru Collab.
Pixel Perfection - I still call her Lightning Bolt
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
Flower Trio - Helped others get their OC into the 2023 Derpibooru Collab.
Roseluck - Had their OC in the 2023 Derpibooru Collab.

ᗡ: 📶 📡
@WanderingHolyKnight
It’s why Magic Duel was honestly a lot more satisfying than I think the writers intended it to be. What was supposed to be “someone gets corrupted by revenge and is bested by their victims” basically became “someone who was greatly wronged set things right and just went a little too far.” Even her targeting Twilight actually made way more sense than I think they meant it to: her career was ruined because ponies decided she was a phony after being outdone by Twilight Sparkle, so outdoing Twilight Sparkle in a duel would show those ponies she wasn’t a phony after all. Sure it wasn’t Twilight’s fault, but again Trixie cares more about solving her problems than the feelings of some rich girl she barely even knows. Besides, Twilight cheered on the two morons who lured the monster to town and destroyed Trixie’s home, so I even saw Trixie targeting her as karma more than anything: where’s Trixie’s mustache for causing a ton of damage, Twilight? :P
Badumsquish
Generic Messy Hair Anime Anon - Seen and done more than you can imagine
Kalianne - Derpi Supporter
Celestial Glory - Helped others get their OC into the 2024 Derpibooru Collab.
Nightmare in the Moon - Had their OC in the 2024 Derpibooru Collab.
Pixel Perfection - I still call her Lightning Bolt
Silly Pony - Celebrated the 13th anniversary of MLP:FIM, and 40 years of MLP!
Shimmering Smile - Celebrated the 10th anniversary of Equestria Girls!
Lunar Supporter - Helped forge New Lunar Republic's freedom in the face of the Solar Empire's oppressive tyrannical regime (April Fools 2023).
Flower Trio - Helped others get their OC into the 2023 Derpibooru Collab.
Roseluck - Had their OC in the 2023 Derpibooru Collab.

ᗡ: 📶 📡
@Dirty Bit
@WanderingHolyKnight
It makes sense too, when you consider her background as a traveling loner entertainer. She’s probably had to work for everything she’s ever had in her life, so I imagine feelings and sensitivity and politeness would be a lot less important to her than working for what she wants or needs, like they’d be first-world problems to a person like her. Look at her introductory episode: she gets up on stage and puts on a show where she inflates her ego, some people in the audience feel insecure from her and complain, and rather than dial it back or respect their feelings she basically tells them to deal with it. So they get on stage to try and get in her face about it, and she stands her ground, kicks their asses, mocks them, and continues. Keep in mind, being humiliated on-stage was probably the worst thing to happen to Rarity, Applejack, and Rainbow Dash in months, while the worst things to happen to Trixie in that timeframe were likely things like being robbed, going hungry, being attacked by monsters, shivering cold while trying to sleep, being alone, getting sick, and having two morons destroy her home and all her belongings because they wanted to watch some animal cruelty. Feelings wouldn’t even enter in to her logic while solving problems, so it makes perfect sense that she’d basically saying “fuck your feelings, your kid needs you so be a damned parent or leave” to a guy who said “boo hoo I don’t feel like being a parental figure!” :P