An Average Day!

@Background Pony Number 17  
I thought Rainbow Dash was the weather Manger of ponyville (as she organized that whole water typhoon thing)which as controlling the weather should be akin to a public servant and an important duty for any town(rain for crops,storm warnings,patrolling weather patterns,winter wrap up)of which I think she could easily make a living on ,especially if you count her huge cloud house.But I agree with the rest of your comment.

Rainbow Dash: Cloud-clearing is basically a public maintenance job, like street sweeping and road repair. Probably pays next to nothing.
 
Twilight Sparkle: Grad student on scholarship from the Royal Court. Now that she’s “graduated” and become a Princess, she’s on the royal Honors List and still getting paid.
 
Applejack: Owns a farm. Makes good money, but with all the operations cost, at the end of the day barely keeps the books in the black.
 
Rarity: Owns a dress-shop. Also makes good money, but like Applejack, has deadlines to meet and a budget to balance.
 
Pinkie Pie: Assistant baker and caterer for the Cakes. Isn’t paid much, but gets free room and board.
 
Fluttershy: My best guess is she’s Ponyville’s game warden. The critters that don’t live in the Everfree Forest need looking after almost as much as the ponies’ pets, so the town has to hire someone to do it.
 
So, three ponies are paid by the government (one by Canterlot and two by Ponyville), two own their own businesses, and one’s a wage-slave.

@Master Fox  
Also easy,she spent most of her funds that month or week or whatever and after angel forced her to make an expensive and laborious Sunday after he wouldn’t eat her salad she had to use the ten bits she had set aside for herself on the ingredients and that cherry stall guy was being a opportunistic bother.Thats my explanation with no plotholes or inconsistencies.

@Antonyourknee  
I won’t say it’s impossible for her to be from a wealthy Family. Just one would think she’d have more then 2 bits to spend on a cherry.

@BigMax  
Easy,she’s from a wealthy family but she’s too shy to get into the the family business so they gave her a nice private in a nice,comfy,village near the Capitol ,where she can practice her talents and passion while getting payments from her family for supplies and other needs and indulgences.And of course she don’t talk about cause she’s shy.And I’m sure she get some payments from the mayor for being an expert on the everfree.

@Master Fox  
That’s the only thing that sort of makes sense.  
But has never been clear.

Rainbow Dash, Applejack, Pinkie Pie and Rarity are all doing standard jobs in Equestria. Dash and Pinkie Pie both get paid by other people. AJ and Rarity get paid on delivery.
 
Twilight sparkle I always thought she just got funds from Princess Celestia as her student, or Ponyville for running the Library.
 
Fluttershy is the only one who has a nebulous money intake. Vets exist in Ponyville as we’ve seen before so she’s not one of them. She’s more of an Animal Control Expert or Park Ranger. She might get paid by Ponyville’s mayor for what she does with the wild animals.

@BigMax  
The same people that pay Rainbow to kick clouds.

@BigMax  
The town, msot likely. It’s believable she also tends to the town’s animals, no? Applejack called her when there was a beaver problem in season 3 for ex.

@Mayojar77  
The point is: who pays Fluttershy for taking care of random forest critters?

This is a cute little image.
 
The age old quote applies, “if you love what you do, then you’ll never have to work a day of your life”.

@BigMax  
Fluttershy’s an animal tender. That means it’s her job to take care of animals.  
Twilight’s a librarian. That means it’s her job to keep the library running.  
Only one of these ponies is doing their job.

@Mayojar77  
Studying is a sort of job for Twilight, she’s kind of a researcher. And the librarian too. Sho she is working.
 
I was referring to Fluttershy.

@hentaispyder  
Doing Twilight’s job.

@Mayojar77  
Speaking of spike, where is he?

@BigMax  
Studying. That’s all Twilight ever does.  
Hell, Spike is supposed to only be a librarian’s assistant, and yet he’s doing both his and Twilight’s job. That kid’s got some kind of talent.

So, five are working. And the other…?